BENZOTRIAZOLE (BENZOTRAZOL)

BENZOTRAZOLE (BENZOTRAZOL)

CAS NO:95-14-7

Synonyms:

1,2,3-Benzotriazole;1,2,3-1H-Benzotriazole;1,2,3-triaza-1H-indene;1,2,3-triazaindene;1H-1,2,3-Benzotriazole [ACD/Index Name]

;1H-benzo[1,2,3]triazole;1H-Benzo[d][1,2,3]triazole;1H-Benzotriazol [German] [ACD/IUPAC Name];1H-Benzotriazole [ACD/IUPAC Name]

;1H-Benzotriazole [French] [ACD/IUPAC Name];202-394-1 [EINECS];4-26-00-00093 [Beilstein];95-14-7 [RN];Benzotriazol;BTA;T56 BMNNJ [WLN]

;1,2,3-Benzotriazole(BTA);1,2-aminoazophenylene;1,2-Aminozophenylene;112133 [Beilstein];1H-?Benzotriazole;2,3-diazaindole;2H-Benzo[d][1,2,3]triazole;azabenzimidazole;azaindazole;Azimidobenzene;aziminobenzene;benzene azimide;Benzisotriazole;benzo[1,2,3]triazole

;Benzotriazole (VAN);Benzotriazole Granular 25kg bags;Benztriazole;Cobratec 35G;Cobtratec 99;Drometrizole [INN] [USAN];Entek

;Pseudoazimidobenzene;UNII-86110UXM5Y;UNII-XO254YE73I;[95-14-7];273-02-9 [RN];5331-89-5 [RN];546-68-9 [RN];DM1225000;

1,2,3-Benzotriazole, BtaH, 1,2,3-1H-Benzotriazole, 1,2,3-Benzotriazole, 1,2,3-Triaza-1H-indene, 1,2,3-Triazaindene,

1,2-AMINOAZOPHENYLENE, 1H-1,2,3-Benzotriazole;1H-Benzotraizole, 1H-BENZOTRIAZOL, 1H-Benzotriazole, 2,3-Diazaindole, Azimidobenzene,

Aziminobenzene, Benzene, azimide, Benzisotriazole, Benzotriazol, Benzotriazole, BLS 1326, BT 120, BT 120 (lubricant additive),

BTA, BTA (corrosion inhibitor), C.V.I. Liquid, Cobratec 35G, Cobratec 99, CVI, D 32-108, Entek, Irgastab I 489, ISK 3,

Kemitec TT, M 318, NSC 3058, Rusmin R, Seetec BT, Seetec BT-R, Verzone Crystal, 1,2,3-1H-Benzotriazole, 1,2,3-Benzotriazole,

1,2,3-triaza-1H-indene, 1,2,3-triazaindene, 1H-1,2,3-Benzotriazole , 1H-benzo[1,2,3]triazole, 1H-Benzo[d][1,2,3]triazole,

1H-Benzotriazol , 1H-Benzotriazole , 1H-Benzotriazole, 4-26-00-00093, 95-14-7 [RN], Benzotriazol, BTA, T56 BMNNJ [WLN],

116421-31-9 [RN], 25377-81-5 [RN], 27556-51-0 [RN], 28880-01-5 [RN], 70644-74-5 [RN], 94160-69-7 [RN], 1,2,3-Benztriazole,

1,2-aminoazophenylene, 1,2-Aminozophenylene, 112133 [Beilstein], 2,3-diazaindole, azabenzimidazole, azaindazole, Azimidobenzene,

aziminobenzene, benzene azimide, Benzisotriazole, benzo[1,2,3]triazole, benzo[d][1,2,3]triazole, Benzotriazole (VAN),

Benztriazole, C012771, Cobratec #99, Cobratec 35G, Cobratec No. 99, Cobtratec 99, D 32-108, DM1225000 [RTECS], Drometrizole,

Entek, Irgastab I 489, ISK 3, Pseudoazimidobenzene, titaniumisopropyloxide, UNII-86110UXM5Y, WLN: T56 BMNNJ;Benzotriazole;

ReagentPlus®, 99%;1,2,3-Benzotriazole, 1H-Benzotriazole;5H,11H-BENZOTRIAZOLO[2,1-A]BENZOTRIAZOLE 5-(2-METHYL-4-NITROPHENYL)FURAN-2-CARBOXYLIC ACID [2-(3-CHLORO-4-METHYL-PHENYL)]-2H-BENZOTRIAZOLE (4-MORPHOLINYLMETHYL)BENZOTRIAZOLE 3-HYDROXY-3H-BENZOTRIAZOLE-5-SULFONIC ACID DIMETHYLAMIDE 3A,7A-DIHYDRO-BENZOTRIAZOLE-1-CARBOTHIOIC ACID ALLYLAMIDE,3A,7A-DIHYDRO-N-(2-PROPENYL)-1H-BENZOTRIAZOLE-1-CARBOTHIOAMIDE 5-IODO-1H-BENZOTRIAZOLE 6-CHLORO-1-HYDROXY-1H-BENZOTRIAZOLE 5-METHYL-4-NITRO-1H-1,2,3-BENZOTRIAZOLE 1-(1H-INDOL-2-YLCARBONYL)-1H-BENZOTRIAZOLE Tolyltriazole 5-METHYL-1H-BENZOTRIAZOLE,

5-METHYL-1H-BENZOTRIAZOLE(1,2,3) Ribavirin 1-Hydroxybenzotriazole 1,2,3-1H-Triazole Tolytriazole sodium salt 1,2,4-Triazole

1-Hydroxybenzotriazole hydrate RIBAVIRINA;Heterocyclic Building Blocks Indicators Metal Titration Indicators Titration

1,2,3-benzotriazole-1h-benzotriazole;1,2,3-Benztriazole 1,2,3-Triaza-1H-indene 1,2,3-Triazaindene

1,2,-aminozophenylene 1,2-Aminoazophenylene 1,2-Aminozophenylene 1h-benzo 2,3-diazaindol 2,3-Diazaindole 2,3-Diazaindole

1,2,3-triazaindene ADK STAB LA-32 Aziminobenzene Benzene azimide benzeneazimide Benzisotriazole

Benzotriazole1H-benzotriazole Benztriazol Benztriazole Cobratec Cobratec 99 Cobratec No. 99 ;cobratec#99;

cobratec99 NCI-C03521 NSC-3058 Preventol Cl 8 U-6233 COBRATEC(R) 99 AZIMIDOBENZENE BENZOTRIAZOLE;

Benzotriazoles Analytical Chromatography Product Catalog Building Blocks 1H-1,2,3-BENZOTRIAZOLE;

1H-BENZOTRIAZOLE 1,2,3-1H-BENZOTRIAZOLE 1,2,3-BENZOTRIAZOLE AMINOAZOPHENYLENE AKOS 92210 95-14-7 T706 TRIAZOLE

;1,2,3-benzor BENZOTRIAZOLE, REAGENTPLUS, 99% BENZOTRIAZOLE PHOTOGRAPHIC GRADE BENZOTRIAZOLE,

REAGENT GRADE, 97% 1,2,3-Benzotriazole, Flake 1,2,3-Benzotriazole, Powder Benzotriazole99.5%

1,2,3-Benzotriazole(Bta) BenzotrichlorideForSynthesis Benzotriazole,99% 1H-Benzotriazole, 99+%

;BTA;1,2,3-Benzotriazole (BTA);1H-Benzotriazole, 1,2,3-Benzotriazole, BtaH

;Azimidobenzene, Cobratec 99;1H-1,2,3-Benzotriazole; 2,3-Diazaindole; 1,2-Aminozophenylene; 1,2,3-Benztriazole

;1,2,3-Benzotriazole; 1,2,3-Triaza-1H-indene; 1,2,3-Triazaindene; Benzene Azimide; Benzene azimide; Benzisotriazole;

Other RN: 25377-81-5, 27556-51-0, 28880-01-5, 70644-74-5, 83202-91-9, 94160-69-7, 115773-98-3, 116421-31-9, 197463-08-4

;Azimidobenzene; Aziminobenzene; Benzene azimide; Benzisotriazole; Benzotriazole; Benztriazole;

Cobratec 99; 1,2-Aminoazophenylene; 1,2,3-Benzotriazole; 1,2,3-Triaza-1H-indene; 1,2,3-Triazaindene; 1H-1,2,3-Benzotriazole;

2,3-Diazaindole; Cobratec No. 99; NCI-C03521; NSC-3058; U-6233; 1,2,3-Benztriazole; Cobratec 35G;

1,2,3-1H-Benzotriazole;Azimidobenzene;Aziminobenzene;Benzene azimide;Benzisotriazole;Benzotriazole;

Benztriazole;Cobratec 99;1,2-Aminoazophenylene;1,2,3-Benzotriazole;1,2,3-Triaza-1H-indene;1,2,3-Triazaindene;

1H-1,2,3-Benzotriazole;2,3-Diazaindole;Cobratec No. 99;NCI-C03521;NSC-3058;U-6233;1,2-Aminozophenylene;

1,2,3-Benztriazole;2,3-Diazaindole 1,2,3-triazaindene;ADK STAB LA-32;Benzotriazole1H-benzotriazole;Cobratec;Preventol Cl 8

;Related Analytes (1,2,3-Benzotriazole):1,2,3,4,6,7,8-Heptachlorodibenzofuran

(HpCDF)1,2,3,4,6,7,8-Heptachlorodibenzofuran-C13 1,2,3,4,6,7,8-Heptachlorodibenzo-p-dioxin (HpCDD)

1,2,3,4,6,7,8-Heptachlorodibenzo-p-dioxin-C13 1,2,3,4,7,8,9-Heptachlorodibenzofuran (HpCDF)

1,2,3,4,7,8,9-Heptachlorodibenzofuran-C13 1,2,3,4,7,8-Hexachlorodibenzofuran (HxCDF) 1,2,3,4,7,8-Hexachlorodibenzofuran-C13

1,2,3,4,7,8-Hexachlorodibenzo-p-dioxin (HxCDD) 1,2,3,4,7,8-Hexachlorodibenzo-p-dioxin-C13

;An oily, colorless, or brownish liquid, of aromatic odor and acrid taste, which is the parent substance of many synthetic dyes;

derived from benzene by the substitution of the group -NH2 for one of the hydrogen atoms.

Aniline is highly toxic, may cause industrial poisoning, and may be carcinogenic.

;aminobenzene, benzeneamine, phenylamine;95-14-7;BTA; 1,2,3-Benzotriazole;1,2-Aminoazophenylene;1,2,3-Triazaindene

;1,2,3-Benzotriazole (BTA) ;Methybenzotriazole (TTA) ;2-Mercaptobenzothiazole (MBT) ;T706 ;U-6233;1h-benzo;Cobratec

;NSC-3058;BLS 1326;RusMin R;Seetec BT;cobratec99;NCI-C03521

;95-14-7(1H-Benzotriazole)Related Search;5H,11H-BENZOTRIAZOLO[2,1-A]BENZOTRIAZOLE 5-(2-METHYL-4-NITROPHENYL)FURAN-2-CARBOXYLIC ACID [2-(3-CHLORO-4-METHYL-PHENYL)]-2H-BENZOTRIAZOLE (4-MORPHOLINYLMETHYL)BENZOTRIAZOLE 3-HYDROXY-3H-BENZOTRIAZOLE-5-SULFONIC ACID DIMETHYLAMIDE 3A,7A-DIHYDRO-BENZOTRIAZOLE-1-CARBOTHIOIC ACID ALLYLAMIDE,3A,7A-DIHYDRO-N-(2-PROPENYL)-1H-BENZOTRIAZOLE-1-CARBOTHIOAMIDE 5-IODO-1H-BENZOTRIAZOLE 6-CHLORO-1-HYDROXY-1H-BENZOTRIAZOLE 5-METHYL-4-NITRO-1H-1,2,3-BENZOTRIAZOLE 1-(1H-INDOL-2-YLCARBONYL)-1H-BENZOTRIAZOLE Tolyltriazole 5-METHYL-1H-BENZOTRIAZOLE,5-METHYL-1H-BENZOTRIAZOLE(1,2,3)

Ribavirin 1-Hydroxybenzotriazole 1,2,3-1H-Triazole Tolytriazole sodium salt 1,2,4-Triazole 1-Hydroxybenzotriazole hydrate RIBAVIRINA

Heterocyclic Building Blocks Indicators Metal Titration Indicators Titration 1,2,3-benzotriazole-1h-benzotriazole

1,2,3-Benztriazole 1,2,3-Triaza-1H-indene 1,2,3-Triazaindene 1,2,-aminozophenylene 1,2-Aminoazophenylene

1,2-Aminozophenylene 1h-benzo 2,3-diazaindol 2,3-Diazaindole 2,3-Diazaindole 1,2,3-triazaindene

ADK STAB LA-32 Aziminobenzene Benzene azimide benzeneazimide Benzisotriazole Benzotriazole1H-benzotriazole Benztriazol ;

Benztriazole Cobratec Cobratec 99 Cobratec No. 99 cobratec#99 cobratec99 NCI-C03521 NSC-3058 Preventol Cl 8 U-6233 COBRATEC(R) 99 AZIMIDOBENZENE BENZOTRIAZOLE

Benzotriazoles Analytical Chromatography Product Catalog Building Blocks 1H-1,2,3-BENZOTRIAZOLE 1H-BENZOTRIAZOLE 1,2,3-1H-BENZOTRIAZOLE 1,2,3-BENZOTRIAZOLE AMINOAZOPHENYLENE AKOS 92210 95-14-7 T706 TRIAZOLE 1,2,3-benzor BENZOTRIAZOLE, REAGENTPLUS, 99% BENZOTRIAZOLE PHOTOGRAPHIC GRADE BENZOTRIAZOLE,

REAGENT GRADE, 97% 1,2,3-Benzotriazole, Flake 1,2,3-Benzotriazole, Powder Benzotriazole99.5% 1,2,3-Benzotriazole(Bta) ;

BenzotrichlorideForSynthesis Benzotriazole,99% 1H-Benzotriazole, 99+%

;Azimidobenzene;1-H Benzotriazole; 1,2,3-Benzotriazole; Azimidobenzene; Benzisotriazole; benzene azimide;

1,2,3-triaza-1H-indene; aziminobenzene; 1,2-aminoazophenylene; 2,3-diazaindole; 1,2,3-triazaindene;annulation,

heterocyclic-[5];cyclization, miscellaneous

1H-Benzotriazole, BtaH;Azimidobenzene; Aziminobenzene; Benzene azimide; Benzisotriazole; Benzotriazole;

Benztriazole; Cobratec 99; 1,2-Aminoazophenylene; 1,2,3-Benzotriazole; 1,2,3-Triaza-1H-indene; 1,2,3-Triazaindene;

1H-1,2,3-Benzotriazole; 2,3-Diazaindole; Cobratec No. 99; NCI-C03521; NSC-3058; U-6233; 1,2,3-Benztriazole;

Cobratec 35G; 1,2,3-1H-Benzotriazole

BTA; 1,2,3-Benzotriazole; 1H-Benzotriazole; Benzotriazole,1,2,3-triazaindene, 1,2-aminozophenylene, azimidobenzene,

benzene azimide, benztriazoleT706 Rust Preventives

;1H-Benzotriazole;Benzotriazole;95-14-7;1,2,3-BENZOTRIAZOLE;2H-Benzotriazole;Azimidobenzene;1H-1,2,3-Benzotriazole;1H-Benzo[d[1,2,3]triazole; Aziminobenzene; Benzisotriazole; Benztriazole; Benzene azimide;2,3-Diazaindole;Cobratec #99; 1,2-Aminoazophenylene;Cobratec 99;1,2,3-Triaza-1H-indene; 1,2,3-Triazaindene;1H-Benzotriazol;1,2,-Aminozophenylene; NCI-C03521;NSC-3058;Benzotriazole (VAN);CCRIS 78; U-6233

;UNII-86110UXM5Y;273-02-9;1,2,3-Benztriazole;HSDB 4143;EINECS 202-394-1; 1,2,3-1h-benzotriazole;BRN 0112133;AI3-15984;27556-51-0;CHEBI:75331;QRUDEWIWKLJBPS-UHFFFAOYSA-N;MFCD00005699; DSSTox_CID_147;DSSTox_RID_75400; DSSTox_GSID_20147;AC-907/34124039;CAS-95-14-7; Pseudoazimidobenzene;Cobratec 35G;azaindazole;benzotriazol;indazolamine;BtaH;3uzj;1 h-benzotriazole;Cobratec#99;1,3-Triazaindene;1,3-Benzotriazole;cobr atec #99

;Cobratec No. 99; 1,2-Aminozophenylene;1,2,3-Benzotriazol;PubChem16004;ACMC-209ruz;1H-1,3-Benzotriazole;AC1Q4XBF;1,3-Triaza-1H-indene;

1H-Benzotriazole (VAN8C;WLN: T56 BMNNJ;AC1L1O9Y

;SCHEMBL8956;1,2,3-Benzotriazole(BTA);4-26-00-00093 (Beilstein Handbook Reference);KSC486M6D;MLS002302971

;CHEMBL84963;DTXSID6020147;2H-benzo[d][1,2,3]triazole

;BDBM36293;CTK1A4424;CTK3I6661;1H-Benzotriazole, 99% 50g;NSC3058;Benzotriazole, analytical standard;MolPort-000-151-332;86110UXM5Y;HMS3091M10;ZINC332008;Benzotriazole, reagent grade, 97%;CS-D1407;STR01561;Tox21_201501;

Tox21_302934;ANW-40377;SBB060070;STL281967;ZINC00332008

;Benzotriazole, ReagentPlus(R), 99%;1H-Benzotriazole, >=98.0% (N);AKOS000119181;AKOS025396849;LS-1972;MCULE-2848618742;PS-3644;RP09726;RP19335

;RTR-029656;TRA0094454;NCGC00091322-01

;NCGC00091322-02;NCGC00256574-01;NCGC00259052-01;AJ-19511;AK-44446;AN-24306;BC227994;BP-21454;HE027222;

HE073936;HE241860;HE330746

;KB-47717;SC-15698;SMR001252218;ZB010624;AB0008382;DB-022595;ST2415491;TR-029656;B0094;BB 0243857;FT-0606217;

FT-0698151;ST51046317;Benzotriazole, Vetec(TM) reagent grade, 98%;3334-EP2270010A1;3334-EP2270113A1

;3334-EP2272828A1;3334-EP2272935A1;3334-EP2280000A1;3334-EP2281563A1;3334-EP2281818A1;3334-EP2284920A1

;3334-EP2289883A1;3334-EP2292586A2

-EP2292593A2;3334-EP2292597A1;3334-EP2292611A1;3334-EP2298753A1;3334-EP2301918A1;3334-EP2301921A1

;3334-EP2301924A1;3334-EP2301926A1;3334-EP2305651A1

;3334-EP2308562A2;3334-EP2308839A1;3334-EP2308840A1;3334-EP2308849A1;3334-EP2308850A1;3334-EP2308854A1;3334-EP2314575A1;3334-EP2315502A1

;3334-EP2316459A1;3334-EP2371811A2;3334-EP2372804A1;3334-EP2377847A1;3334-EP2378585A1;Z-2915

;22608-EP2315502A1;81449-EP2275411A2;81449-EP2305687A1

;AB00374479-06;S14-0924;W-100172;Z57127352;F2190-0645;InChI=1/C6H5N3/c1-2-4-6-5(3-1)7-9-8-6/h1-4H,(H,7,8,9;0CT;115773-98-3;116421-31-9;1334724-96-7

;152206-50-3;197463-08-4;25377-81-5;28880-01-5;70644-74-5;83202-91-9;94160-69-7;1,2-AMINOAZOPHENYLENE

;AZIMIDOBENZENE;AZIMINOBENZENE;BENZENE AZIMIDE

;BENZISOTRIAZOLE;1,2,3-BENZOTRIAZOLE;BENZTRIAZOLE;BT 120;COBRATEC #99;COBRATEC 35G;COBRATEC 99;CVI

;D 32-108;2,3-DIAZAINDOLE;ENTEK;1H-1,2,3-BENZOTRIAZOLE

;1H-BENZOTRIAZOLE;1,2,3-1H-BENZOTRIAZOLE;IRGASTAB I 489;ISK 3;NCI-C03521;NSC-3058;1,2,3-TRIAZA-1H-INDENE

;1,2,3-TRIAZAINDENE;U-6233;VERZONE CRYSTAL ; 1 H-benzotriazol; benztriazol; Benzotriazole; Benzotriazol; Benzo triazole; Benzo triazol; BENZOTRAZOLE; BENZOTRAZOL; BENZOTRIAZOLE; BENZOTRIAZOL; BENZO TRAZOLE; BENZO TRAZOL; BENZO TRIAZOLE; BENZO TRIAZOL; BENZO TR AZOLE; BENZO TR AZOL; BENZO TRI AZOLE; BENZO TRI AZOL; BENZTRAZOLE; BENZTRAZOL; BENZTRIAZOLE; BENZTRIAZOL; BENZ TRAZOLE; BENZ TRAZOL; BENZ TRIAZOLE; BENZ TRIAZOL; BENZ TR AZOLE; BENZ TR AZOL; BENZ TRI AZOLE; BENZ TRI AZOL

Benzotriazole

Names

Other names

1H-Benzotriazole, 1,2,3-Benzotriazole, BtaH

Identifiers of Benzotriazole

CAS Number of Benzotriazole

95-14-7 ☑

3D model (JSmol)

Interactive image

ChEBI

CHEBI of Benzotriazole:75331 ☒

ChEMBL

ChEMBL84963 ☑

ChemSpider

6950 ☑

ECHA InfoCard 100.002.177

EC Number of Benzotriazole

202-394-1

Chemical formula of Benzotriazole

C6H5N3

Molar mass of Benzotriazole 119.127 g·mol-1

Appearance of Benzotriazole White solid

Density of Benzotriazole1.36 g/mL [1]

Melting point of Benzotriazole 100 °C (212 °F; 373 K)[2]

Boiling point of Benzotriazole 350 °C (662 °F; 623 K)[2]

Solubility of Benzotriazole in water

20 g/L[2]

Acidity of Benzotriazole(pKa) 8.2 [3][4]

Basicity of Benzotriazole (pKb) > 14 [4]

Hazards

GHS pictograms GHS07: HarmfulGHS09: Environmental hazard

GHS Signal word Warning

GHS hazard statements

H302, H319, H332, H411, H412

GHS precautionary statements

P261, P264, P270, P271, P273, P280, P301+312, P304+312, P304+340, P305+351+338, P312, P330, P337+313, P391, P501

Related compounds

Benzimidazole

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒ verify (what is ☑☒ ?)

Infobox references

Benzotriazole (BTA) is a heterocyclic compound containing three nitrogen atoms, with the chemical formula C6H5N3. This aromatic compound is colorless and polar and can be used in various fields.

Structure

Benzotriazole features two fused rings. Its five-membered ring can exist in tautomers A and B, and the derivatives of both tautomers, structures C and D also can be produced.[5]

Benzotriazole tautomers and their derivatives

Various structural analyses with UV, IR and 1H-NMR spectra indicated that isomer A is predominantly present at room temperature. The bond between positions 1 and 2 and the one between positions 2 and 3 have proved to have the same bond properties. Moreover, the proton does not tightly bind to any of the nitrogen atoms, but rather migrates rapidly between positions 1 and 3. Therefore, the Benzotriazole can lose a proton to act as a weak acid (pKa = 8.2)[3][4] or accept a proton using the lone pair electrons located on its nitrogen atoms as a very weak Bronsted base (pKa < 0).[4] Not only can Benzotriazole act either as an acid or base, it can also bind to other species, utilizing the lone pair electrons. Applying this property, the Benzotriazole can form a stable coordination compound on a copper surface and behave as a corrosion inhibitor.[5]

Synthesis

A synthesis of the BTA involves the reaction of o-phenylenediamine, sodium nitrite and acetic acid. The conversion proceeds via diazotization of one of the amine groups.[6]

Synthesis of benzotriazole

The synthesis can be improved when the reaction is carried out at low temperatures (5-10 ˚C) and briefly irradiated in an ultrasonic bath.[7] Typical batch purity is 98.5% or greater [8]

Applications of Benzotriazole

Benzotriazole has been known for its great versatility. It has already been used as a restrainer in photographic emulsions and as a reagent for the analytical determination of silver. More importantly, it has been extensively used as a corrosion inhibitor in the atmosphere and underwater. Also, its derivatives and their effectiveness as drug precursors have been drawing attention. Besides all the applications mentioned above, the BTA can be used as antifreezes, heating and cooling systems, hydraulic fluids and vapor phase inhibitors as well.[5]

Biphenylene and benzyne can be conveniently prepared from benzotriazole by N-amination with hydroxylamine-O-sulfonic acid. The major product, 1-aminobenzotriazole, forms benzyne in an almost quantitative yield by oxidation with lead(IV) acetate, which rapidly dimerises to biphenylene in good yields.[9]

Synthesis of Benzyne and Biphenylene from 1H-Benzotriazole

Corrosion inhibitor

Benzotriazole is an effective corrosion inhibitor for copper and its alloys by preventing undesirable surface reactions. It is known that a passive layer, consisting of a complex between copper and benzotriazole, is formed when copper is immersed in a solution containing benzotriazole. The passive layer is insoluble in aqueous and many organic solutions. There is a positive correlation between the thickness of the passive layer and the efficiency of preventing corrosion.[10] BTA is used in conservation, notably for the treatment of bronze disease. The exact structure of the copper-BTA complex is controversial and many proposals have been suggested.[citation needed]

Chemical structure of the coordination polymer from benzotriazolate and copper(I), the active ingredient in the BT-derived corrosion inhibition.

Drug precursor

Benzotriazole derivatives have chemical and biological properties that are versatile in the pharmaceutical industry. Benzotriazole derivatives act as agonists for many proteins. For instance, vorozole and alizapride have useful inhibitory properties against different proteins and benzotriazole esters have been reported to work as mechanism-based inactivators for severe acute respiratory syndrome (SARS) 3CL protease. The methodology is not only limited to heterocyclization but was also successful for polynuclear hydrocarbons of small carbocyclic systems.[11]

Benzotriazole

Molecular Formula of Benzotriazole C6H5N3

Average mass of Benzotriazole 119.124 Da

Monoisotopic mass of Benzotriazole 119.048347 Da

ChemSpider of Benzotriazole ID6950

Environmental relevance

Benzotriazole is fairly water-soluble, not readily degradable and has a limited sorption tendency. Hence, Benzotriazole is only partly removed in wastewater treatment plants and a substantial fraction reaches surface water such as rivers and lakes.[12] It is considered to be of low toxicity and a low health hazard to humans although exhibiting some antiestrogenic properties

Benzotriazole as a ligand of choice

Benzotriazole is inexpensive and stable. It behaves as an acid (pKa 8.2) and is highly soluble in basic solutions. It is soluble in ethanol, benzene, toluene, chloroform, and DMF. As one of the most useful synthetic auxiliary, it displays the following characteristics:

•

Benzotriazole can be easily introduced into molecules and activates then toward various transformations.

•

Benzotriazole is stable during various operations,

•

Benzotriazole is easy to remove and can be recovered and used again.

Benzotriazole possesses both electron-donor and electron-acceptor properties. N-Substituted derivatives of benzotriazole also have some interesting properties. We now summarize some of the work done using benzotriazole and its derivatives as ligands (Scheme 3).

Some derivatives of benzotriazole used as a ligand for metal-catalyzed coupling between electron-rich or electron-neutral arylhalides and N-heterocycles (indoles, pyrrole, carbazole, imidazole, etc.), alkynes, boronic-acids, and thiols are in Scheme 4.

benzotriazole appears as white to light tan crystals or white powder. No odor. (NTP, 1992)

Benzotriazole is the simplest member of the class of benzotriazoles that consists of a benzene nucleus fused to a 1H-1,2,3-triazole ring. It has a role as an environmental contaminant and a xenobiotic.

benzotriazole, which plays a crucial role in the study of organic chemistry. The author takes up a US patent related to one specific component of organic chemistry and provides other details of the patent for further clarification. This chapter discusses one patent and that is the method of synthesizing t-amido-substituted 2-(2-hydroxyphenyl) benzotriazole compounds in a one-step process. The chapter provides information about the patent’s assignee, utility designation, reactions, derivatives, experimental details, and notes. The assignee of this patent is Eastman Kodak Company and the utility designation for the same is UV-light-absorbing coating additive. The notes mentioned help in shedding some more light on the subject. Moreover, relevant prior art US patent references are incorporated at the end of the chapter.

Benzotriazole and its derivatives have found widespread use as corrosion inhibitors for copper and its alloys. A huge number of patents have appeared since the mid-1980s. Polymeric tapes or sheets coated with adhesive containing acrylic polymer emulsions of benzotriazole and tripolyphosphate salts can protect copper and copper alloys against discoloration 〈87JAP8707780〉. Benzotriazoles with an alkyl group, especially n-butyl, at the benzene ring have been used to inhibit corrosion of copper in aqueous systems 〈88EUP258021〉. An inhibitor mixture consisting of triethanolamine, NaNO2, benzotriazole, sodium salicylate, and polyethylene glycol protects copper, solder, brass, steel, cast iron, and aluminum in heating systems 〈81JAP81108882〉.

5-Alkoxybenzotriazoles are effective corrosion inhibitors of copper and copper alloy 〈90EUP397455〉. The anticorrosion of benzotriazole on copper has been studied by surface-enhanced Raman spectroscopy, ellipsometry, and electrochemical techniques 〈86MI 401-01〉.

Benzotriazole has also been used as an additive in anticorrosive coatings for silver layered on plastic film. An anticorrosive, electromagnetic wave-shielding coating containing tolyltriazole has been developed for aluminum .

Benzotriazole is a specific corrosion inhibitor for copper and copper alloys. Benzotriazole is now widely used in industry to reduce the corrosion of these alloys under both atmospheric and immersed conditions. Corrosion of copper may produce a surface stain or tarnish, pitting of surfaces of pipes or promote pitting of other metals, such as aluminium, which are in contact with dissolved copper in the water. Benzotriazole is used to reduce these forms of attack and the methods by which Benzotriazole is applied are discussed in this paper.

Properties: 1,2,3-Benzotriazole insoluble in water, soluble in ethanol. Benzotriazole is a main ingredient for producing UV absorbers. Benzotriazole and its derivatives are versatile substances involved in the production of anti-corrosion agents, antiperspirant agents for metals, antiseptic and anticoagulant agents, anti-fog for photography, UV absorbers, photocondensers, photocondensation systems, drugs, pesticides and other specialty chemicals.

Uses: It can be used in many applications for the protection of copper and copper alloys. In circulation cooling systems such as cooling towers, air conditioning systems, cutting and grinding fluids; in functional fluids (hydraulic fluids, automotive refrigerants and special lubricants); direct treatment (such as fabrication and decorative parts, sculptures); soaps, detergents and strong acid and alkaline cleaners.

Thermal stability: Excellent thermal resistance, stable at normal application temperature. Benzotriazole decomposes exothermically above 160 oC when the pure substance is heated.

Benzotriazole (BTA) is a heterocyclic compound containing three nitrogen atoms, with the chemical formula C6H5N3. This aromatic compound is colorless and polar and can be used in various fields.

Structure

Benzotriazole features two fused rings. Its five-membered ring can exist in tautomers A and B, and the derivatives of both tautomers, structures C and D also can be produced.

Various structural analyses with UV, IR and 1H-NMR spectra indicated that isomer A is predominantly present at room temperature. The bond between positions 1 and 2 and the one between positions 2 and 3 have proved to have the same bond properties. Moreover, the proton does not tightly bind to any of the nitrogen atoms, but rather migrates rapidly between positions 1 and 3. Therefore, the BTA can lose a proton to act as a weak acid (pKa = 8.2) or accept a proton using the lone pair electrons located on its nitrogen atoms as a very weak Bronsted base (pKa < 0) Not only can it act either as an acid or base, it can also bind to other species, utilizing the lone pair electrons. Applying this property, the BTA can form a stable coordination compound on a copper surface and behave as a corrosion inhibitor.

Synthesis

A synthesis of the BTA involves the reaction of o-phenylenediamine, sodium nitrite and acetic acid. The conversion proceeds via diazotization of one of the amine groups.

The synthesis can be improved when the reaction is carried out at low temperatures (5-10 ˚C) and briefly irradiated in an ultrasonic bath. Typical batch purity is 98.5% or greater

Applications

Corrosion inhibitor

Benzotriazole is an effective corrosion inhibitor for copper and its alloys by preventing undesirable surface reactions. It is known that a passive layer, consisting of a complex between copper and benzotriazole, is formed when copper is immersed in a solution containing benzotriazole. The passive layer is insoluble in aqueous and many organic solutions. There is a positive correlation between the thickness of the passive layer and the efficiency of preventing corrosion. BTA is used in conservation, notably for the treatment of bronze disease. The exact structure of the copper-BTA complex is controversial and many proposals have been suggested.

Chemical structure of the coordination polymer from benzotriazolate and copper(I), the active ingredient in the BT-derived corrosion inhibition.

Drug precursor

Other

It is also used in photographic developers and emulsion as a restrainer.

Environmental relevance

Benzotriazole is fairly water-soluble, not readily degradable and has a limited sorption tendency. Hence, it is only partly removed in wastewater treatment plants and a substantial fraction reaches surface water such as rivers and lakes.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. This compound can react violently during vacuum distillation.

Fire Hazard

Flash point data are not available for this compound. It is probably combustible.

Combustible. Finely dispersed particles form explosive mixtures in air.

Safety and Hazard Properties

Physical Dangers

Dust explosion possible if in powder or granular form, mixed with air.

Chemical Dangers

Decomposes on heating. This produces toxic fumes including aniline and nitrobenzene. The solution in water is a weak acid. May explode on vacuum distillation.

Explosive Limits and Potential

MAY EXPLODE DURING VACUUM DISTILLATION…

First Aid Measures

First Aid

EYES: First check the victim for contact lenses and remove if present. Flush victim’s eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim’s eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim’s airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital.

Inhalation First Aid

Fresh air, rest.

Skin First Aid

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Eye First Aid

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Ingestion First Aid

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

Fire Fighting Measures

Fire Fighting

Fires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher.

Accidental Release Measures

Spillage Disposal

Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment. Personal protection: particulate filter respirator adapted to the airborne concentration of the substance.

Disposal Methods

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Handling and Storage

Nonfire Spill Response

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and watersolution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator.

Safe Storage

Well closed.

Exposure Control and Personal Protection

Inhalation Risk

Evaporation at 20°C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.

Effects of Short Term Exposure

The substance is irritating to the eyes.

Effects of Long Term Exposure

Repeated or prolonged contact may cause skin sensitization.

Fire Prevention

NO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.

Exposure Prevention

PREVENT DISPERSION OF DUST! STRICT HYGIENE!

Inhalation Prevention

Use local exhaust.

Skin Prevention

Protective gloves. Protective clothing.

Eye Prevention

Wear safety spectacles.

Ingestion Prevention

Do not eat, drink, or smoke during work.

Protective Equipment and Clothing

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Stability and Reactivity

Air and Water Reactions

Dust may form an explosive mixture in air. Slightly soluble in water.

Reactive Group

Azo, Diazo, Azido, Hydrazine, and Azide Compounds

Hydrocarbons, Aromatic

Reactivity Alerts

Explosive

Reactivity Profile

The triazoles are a group of highly explosive materials that are sensitive to heat, friction, and impact. Sensitivity varies with the type substitution to the triazole ring. Metal chelated and halogen substitution of the triazol ring make for a particularly heat sensitive material. Azido and nitro derivatives have been employed as high explosives. No matter the derivative these materials should be treated as explosives.

Regulatory Information

TSCA Requirements

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1H-Benzotriazole is included on this list.

BENZOTRAZOL

Benzotriazol – 1 Kg

Benzotriazol (Benzotriazole, BTA, Aziminobenzene, Benzen azimid) (C6H5N3) (Kimyasal saflkta, Chem pure)

Tanm: Beyaz ine kristal.

Ambalaj birimi: 1 kg.

CAS No: 95-14-7

Kimyasal ad: 1,2,3-benzotriazol.

Spesifikasyonlar:

Molekül arl: 119,16 g/mol

Saflk: min. % 99

Kül: max. % 0,1

Su: max. % 0,1

Erime noktas: min. 96 oC

pH: 5,5-6,5

Özellikler: 1,2,3-Benzotriazole suda çözünmez, etanolde çözünür. Benzotriazole UV absorblayclar üretmek için bir ana maddedir. Benzotriazol ve türevleri korozyon önleyiciler, metaller için soluklama kart ajanlar, antiseptik ve antikoagülan ajan, fotoraf için sis kart, UV absorblayclar, fotokondaktör, kopyalama sistemleri, ilaçlar, böcek ilaçlar ve dier özel kimyasallarn üretminde yer alan çok yönlü maddelerdir.

Kullanm alanlar: Bakr ve bakr alamlarnn korunmas için olan birçok uygulamada kullanlabilir. Soutma kuleleri, klima sistemleri, kesme ve bileme akkanlar gibi sirkülasyon soutma sistemlerinde; fonksyonel svlarda (hidrolik akkanlar, otomotiv soutucu ve özel yalayclar); direkt muamele (fabrikasyon ve dekoratif parçalar, heykeller gibi); sabunlar, deterjanlar ve kuvvetli asit ve alkali temizleyici gibi temizleyicilerde kullanlr.

Termal kararllk: Mükemmel termal dirence sahiptir, normal uygulama scaklnda stabildir. Saf madde stldnda Benzotriazol 160 oC’nin üzerinde ekzotermik olarak dekompoze olur.

1, 2, 3 Benzotriazol normalde 20 veya 25 kg’lk torbalarda bulunur. Talep üzerine özel ambalajlama gereksinimleri temin edilebilir. 1, 2, 3 Benzotriazol orijinal ambalajnda ve güvenlik bilgi formunda (SDS) belirtilen koullar altnda saklanr.

1, 2, 3 Benzotriazol ürününe dayal kimyasal ürün datm

Tanm

Bilgi yok

Görünüm

1, 2, 3 Benzotriazol beyaz ine kristalleri olarak görünür.

Çözünürlük

Benzotriazol suda çözünür deildir, ancak etil alkol ve benzolde çözünür.

Kullanmlar

1, 2, 3 Benzotriazol, endüstriyel yalar ve svlar için bir antioksidan olarak kullanlr. Ayrca, 1, 2, 3 Benzotriazol, bakr ve bakr alamlarnn korozyon önleyicisi olarak uygulanr.

Snflandrma

Güvenlik bilgi formunu (SDS) talep edin ve 4, 5, 6, 8, 10, 13, 14, 15 numaral maddelere bakn. Teknik özellikler istek üzerine salanmtr.

Emniyet

Request safety data sheet (SDS) and refer to points 4, 5, 6, 7, 8, 10, 13, 14, 15.

Belirtmeler

1, 2, 3 Benzotriazol çeitli younluklarda normal olarak mevcuttur ve orijinal ambalajnda ve güvenlik bilgi formuna (SDS) belirtilen koullar altnda depolanmaktadr.

Termal kararllk: Mükemmel termal dirence sahiptir, normal uygulama scaklnda stabildir. Saf madde stldnda Benzotriazol 160 oC’nin üzerinde ekzotermik olarak dekompoze olur.

Benzotriazol (BTA), C6H5N3 kimyasal formülü ile üç azot atomu içeren bir heterosiklik bileiktir. Bu aromatik bileik renksiz ve polardr ve çeitli alanlarda kullanlabilir.

yap

Benzotriazole iki kaynam halka içerir. Be-elemanl halka, A ve B tautomerlerinde mevcut olabilir ve her iki tautomerin türevleri, C ve D yaplar da üretilebilir.

UV, IR ve 1H-NMR spektrumlar ile çeitli yapsal analizler, izomerin arlkl olarak oda scaklnda mevcut olduunu gösterdi. 1 ve 2 numaral pozisyonlar ile 2 ve 3 numaral pozisyonlar arasndaki ban, ayn ba özelliklerine sahip olduu kantlanmtr. Dahas, proton, azot atomlarnn herhangi birine skca balanmaz, aksine 1 ve 3 pozisyonlar arasnda hzla ilerler. Bu nedenle, BTA zayf bir asit olarak hareket edecek bir protonu kaybedebilir (pKa = 8.2) Yalnz çift elektronlar bulunur. bir asit veya baz olan çok zayf bir Bronsted baznda (pKa <0), dier çiftlere de balanabilir, yalnz çift elektronlar kullanr. Bu özellii uygulayan BTA, bir bakr yüzey üzerinde kararl bir koordinasyon bileii oluturabilir ve bir korozyon inhibitörü olarak davranabilir.

sentez

BTA’nn bir sentezi o-fenilendiamin, sodyum nitrit ve asetik asidin reaksiyonunu içerir. Dönüüm, amin gruplarndan birinin diazotizasyonu yoluyla ilerler.

Sentez, reaksiyon düük scaklklarda (5-10 ˚C) gerçekletirildiinde ve bir ultrason banyosunda ksa bir süre maya tabi tutulduunda gelitirilebilir. Tipik parti safl% 98.5 veya daha büyüktür.

Uygulamalar

Benzotriazol, çok yönlülüü ile bilinir. Fotorafik emülsiyonlarda bir tutucu olarak ve gümüün analitik tayini için bir reaktif olarak kullanlmt. Daha da önemlisi, atmosferde ve su altnda bir korozyon inhibitörü olarak yaygn olarak kullanlmaktadr. Ayrca, türevleri ve ilaç öncülleri olarak etkinlii de dikkat çekmektedir. Yukarda belirtilen tüm uygulamalarn yan sra, BTA antifriz, stma ve soutma sistemleri, hidrolik svlar ve buhar faz inhibitörleri olarak da kullanlabilir.

Biphenilen ve benzyne, benzotriazolden, N-aminasyon yoluyla, hidroksilamin-O-sülfonik asit ile uygun ekilde hazrlanabilir. Ana ürün olan 1-aminobenzotriazol, iyi miktarlarda bifenilene hzla dimerlenen kurun (IV) asetat ile oksidasyon yoluyla neredeyse niceliksel bir verimle benzidir.

Paslanma önleyici

Benzotriazol, istenmeyen yüzey reaksiyonlarn önleyerek bakr ve alamlar için etkili bir korozyon inhibitörüdür. Bakrn benzotriazol içeren bir çözeltiye daldrldnda bakr ve benzotriazol arasnda bir kompleksden oluan pasif bir tabakann olutuu bilinmektedir. Pasif tabaka sulu ve birçok organik çözeltide çözünmez. Pasif tabakann kalnl ile korozyonu önleme etkinlii arasnda pozitif bir iliki vardr. BTA, özellikle bron hastalnn tedavisi için korumada kullanlr. Bakr-BTA kompleksinin kesin yaps tartmaldr ve birçok teklif önerilmitir.

Benzotriazolat ve bakr (I) ‘den koordinasyon polimerinin kimyasal yaps, BT kaynakl korozyon inhibisyonundaki aktif bileen.

laç öncüsü

Benzotriazol türevleri, ilaç endüstrisinde çok yönlü kimyasal ve biyolojik özelliklere sahiptir. Benzotriazol türevleri birçok protein için agonist olarak görev yapar. Örnein, vorozol ve alizaprid, farkl proteinlere kar yararl inhibitör özelliklere sahiptir ve benzotriazol esterlerin, iddetli akut solunum yolu sendromu (SARS) 3CL proteaz için mekanizmaya dayal inaktivatörler olarak çalt bildirilmitir. Metodoloji sadece heterosiklizasyon ile snrl deildir, ayn zamanda küçük karbosiklik sistemlerin polinükleer hidrokarbonlar için de baarl olmutur.

Dier

Ayrca fotografik gelitiricilerde ve bir tutucu olarak emülsiyonda kullanlr.

Çevresel alaka

Benzotriazol oldukça suda çözünürdür, kolayca degrade olmaz ve snrl bir sorpsiyon eilimi vardr. Bu nedenle, atk su artma tesislerinde sadece ksmen uzaklatrlr ve önemli bir ksm nehirler ve göller gibi yüzey sularna ular.

Salk tehlikesi

AKUT / KRONK TEHLKELER: Bu bileiin ayrmas durumunda, bu bileik toksik duman çkarr. Bu bileik vakum damtma srasnda iddetli bir ekilde reaksiyona girebilir.

Yangn tehlikesi

Parlama noktas verileri bu bileik için mevcut deildir. Muhtemelen yancdr.

Yanc. nce dalm parçacklar havada patlayc karmlar olutururlar.

Güvenlik ve Tehlikeli Özellikler

Fiziksel Tehlikeler

Toz veya granüler formda hava ile karan toz patlamas mümkündür.

Kimyasal Tehlikeler

Istmada bozunur. Bu, anilin ve nitrobenzen de dahil olmak üzere zehirli dumanlar üretir. Sudaki çözelti zayf bir asittir. Vakumla damtma üzerinde patlayabilir.

Patlayc Limitler ve Potansiyel

VAKUM DÜZENLEME SÜRESNDE EXPLODE …

lk YARDIM TEDBRLER

lk yardm

GÖZLER: Önce kontakt lensleri kontrol edin ve varsa çkarn. Ayn anda bir hastane veya zehir kontrol merkezini çarrken kurbann gözlerini 20 ila 30 dakika boyunca su veya normal tuzlu suyla ykayn. Bir doktorun özel talimatlar olmakszn kurbann gözlerine hiçbir merhem, ya veya ilaç koymayn. HATIRLATMAYIN Herhangi bir semptom (kzarklk veya tahri gibi) gelimemi olsa bile, gözleri kzardktan sonra hastaneye götürün. CLT: HEMEN sürülen cildi tüm kirli giysileri çkarrken ve izole ederken su ile etkiledi. Etkilenen tüm cilt bölgelerini nazikçe sabun ve suyla ykayn. Kzarklk veya tahri gibi belirtiler geliirse, HEMEN doktor çarr ve kurban tedavi için bir hastaneye götürmeye hazr olun. SOLUMA: HEMEN kirli bölgeyi terk edin; temiz hava derin nefes al. Semptomlar (hrltl solunum, öksürük, nefes darl veya azda, boazda veya gösünde yanma gibi) geliirse, bir doktora bavurunuz ve kurban bir hastaneye götürmeye hazr olun. Bilinmeyen bir atmosfere giren kurtarclar için uygun solunum korumas salayn. Mümkünse, Bamsz Solunum Aparat (SCBA) kullanlmaldr; Mevcut deilse, Koruyucu Giysiler kapsamnda tavsiye edilene eit veya ondan daha büyük bir koruma seviyesi kullann. YUTMA: VOMITING ÇMEYN. Madur bilinçli ise ve sarslmazsa, kimyasal maddeyi sulandrmak için 1 veya 2 bardak su verin ve HEMEN bir hastane veya zehir kontrol merkezi arayn. Bir doktor tarafndan tavsiye edilirse kurban bir hastaneye götürmeye hazr olun. Eer madur uyuukluk veya bilinçsiz ise, azdan bir ey vermeyin, madurun hava yolunun açk olduundan emin olun ve kurban vücudun alt ksmndan aa gelecek ekilde kurcalayn. VOMITING ÇMEYN. HATIRLATMAK Kurban bir hastaneye nakledin.

Soluma lk Yardm

Temiz hava, dinlen.

Cilt lk Yardm

Kirlenmi giysileri çkarn. su ve sabun ile ykayn, sonra durulayn ve.

Göz lkyardm

lk önce birkaç dakika bol su ile durulayn (eer mümkünse kontak lensleri çkarn), ardndan tbbi yardm aln.

Yutma lk Yardm

Az çalkalayn. Bir veya iki bardak su içirin. Tbbi yardm aln.

Yangnla Mücadele Tedbirleri

Yangn söndürme

Bu bileii içeren yangnlar, kuru kimyasal, karbon dioksit veya Halon söndürücü ile kontrol edilebilir.

Kazalara KARI ALINACAK ÖNLEMLER

Dökülme Bertaraf

Dökülen maddeyi kapal kaplara süpürün. Uygunsa, tozlanmay önlemek için önce nemlendirin. Kalan dikkatlice toplayn. Daha sonra yerel düzenlemelere göre saklayn ve atn. Bu kimyasaln çevreye girmesine izin VERMEYN. Kiisel korunma: Maddenin havadaki konsantrasyonuna uyarlanm parçack filtresi respiratörü.

Bertaraf Yöntemleri

SRP: nceleme srasnda, arazi artma veya gömme (shhi depolama sahas) bertaraf uygulamalar için kriterler önemli bir revizyona tabidir. Atk kalntlarnn (atk çamuru dahil) arazi imha edilmesinden önce, kabul edilebilir bertaraf uygulamalar hakknda rehberlik için çevre düzenleme kurulularna dann.

TAIMA VE DEPOLAMA

Yanmaz Dökülme Tepkisi

KÜÇÜK DÖKÜLMELER VE SIZDIRMAZLIK: Bu kimyasal maddeyi tarken bir dökülme meydana gelirse, LK NEMLENDRMENN TÜM KAYNAKLARINI ÇIKARIN, ardndan kat dökülme malzemesini etanol ile nemlendirin ve nemlendirilmi malzemeyi uygun bir kaba aktarn. Kalan malzemeyi almak için etanol ile nemlendirilmi emici kad kullann. Emici kad ve kirlenmi olabilecek giysilerinizi, nihai bertaraf için buhar geçirmez bir plastik torbaya koyun. Solvent tüm kirli yüzeyleri etanol ile ykadktan sonra sabun ve su ile ykayarak ykayn. Güvenlik Görevlisi (veya dier sorumlu kii) alann düzgün bir ekilde temizlendiini dorulayana kadar kontamine bölgeye tekrar girmeyin. SAKLAMA ÖNLEMLER: Bu malzemeyi bir buzdolabnda saklamalsnz.

Güvenli depolama

yi kapal.

Maruz Kalma Kontrolü ve Kiisel Korunma

Soluma Riski

20 ° C’de buharlama ihmal edilebilir; Bununla birlikte, havadaki partiküllerin skntya neden olan bir konsantrasyonuna hzl bir ekilde ulalabilir.

Ksa Vadeli Maruz Kalmann Etkileri

Bu madde gözü tahri eder.

Uzun Süreli Maruziyetin Etkileri

Tekrarlanan veya uzun süreli temas cilt hassaslamasna neden olabilir.

Yangn Önleme

NO açk alevler. Kapal sistem, toz patlamaya dayankl elektrikli ekipman ve aydnlatma. Toz birikmesini önleyin.

Maruz Kalmay Önleme

TOZUN DÜÜMESN ÖNLEYN! ERT HJYEN!

Soluma Önleme

Yerel egzoz kullann.

Cilt Önleme

Koruyucu eldivenler. Koruyucu giysi.

Göz önleme

Güvenlik gözlükleri takn.

Yutma Önleme

Çalrken yemek yemeyin, içmeyin veya sigara kullanmayn.

Koruyucu Ekipman ve Giyim

ÖNERLEN SOLUNUM: Düzgün test kimyasnn tartld ve seyreltildii yerlerde, toz / buu filtresine sahip organik buhar / asit gaz kartuu (organik buharlar, HCI, asit gaz ve SO2’ye özgü) ile donatlm NIOSH onayl yarm yüz maskesi kullann. (NTP, 1992)

KARARLILIK VE reaktivite

Hava ve Su Reaksiyonlar

Toz havada patlayc bir karm oluturabilir. Suda biraz çözünür.

Reaktif Grubu

Azo, Diazo, Azido, Hidrazin ve Azide Bileikleri

Hidrokarbonlar, Aromatik

Reaktivite Uyarlar

Patlayc

Reaktivite Profili

Triazoller sya, sürtünmeye ve darbeye duyarl bir patlayc madde grubudur. Hassasiyet, triazol halkasna tip deitirmeye göre deiir. Triazol halkasnn metal elatl ve halojen ikamesi, özellikle sya duyarl bir materyal oluturur. Azido ve nitro türevleri yüksek patlayc olarak kullanlmtr. Türevler ne olursa olsun bu malzemeler patlayc madde olarak ele alnmaldr.

Mevzuat bilgisi

TSCA Gereksinimleri

TSCA’nn 8 (d) bölümü uyarnca, EPA bir model Salk ve Güvenlik Veri Raporlama Kural’n yaymlad. Bölüm 8 (d) modeli kural, EPA nüshalarna ve yaynlanmam salk ve güvenlik çalmalarna ilikin listeler için listelenen kimyasal maddelerin ve karmlarn üreticilerini, ithalatçlarn ve ilemcilerini gerektirir. Bu listede 1H-Benzotriazol bulunur.

Benzotriazole

Structure du benzotriazole

Identification

Synonymes

azimidobenzene

aziminobenzene

Benzotriazole

2,3-diazaindole

1,2,3-triazaindène

No CAS de Benzotriazole 95-14-7

No ECHA de Benzotriazole 100.002.177

No CE de Benzotriazole 202-394-1

No RTECS de Benzotriazole DM1225000

PubChem 7220

ChEBI 242720

SMILES

[Afficher]

InChI

[Afficher]

Propriétés chimiques de Benzotriazole

Formule brute de Benzotriazole C6H5N3 [Isomères]

Masse molaire de Benzotriazole 1 119,124 ± 0,0058 g/mol

C 60,5 %, H 4,23 %, N 35,27 %,

Propriétés physiques de Benzotriazole

T° fusion de Benzotriazole 99 °C 2

T° ébullition de Benzotriazole 350 °C 2

Solubilité de Benzotriazole 19 g·l-1 (eau,20 °C) 2

Masse volumique de Benzotriazole 1,36 g·cm-3 (solide,20 °C)2

T° d’auto-inflammation de Benzotriazole 400 °C 2

Point d’éclair de Benzotriazole 212 °C 2

Pression de vapeur saturante de Benzotriazole 0,053 mbar à 20 °C

2,7 mbar à 159 °C 2

Thermochimie

ΔfH0gaz 335,5 kJ·mol-1 3

ΔfH0solide 236,5 kJ·mol-1 3

Cp 178,7 J·K-1·mol-1 (solide,25 °C) 3

PCI -3 312,2 kJ·mol-1 (solide) 3

Unités du SI et CNTP, sauf indication contraire.

modifier Consultez la documentation du modèle

Le benzotriazole est couramment employé comme [anticorrosion|additif anticorrosif] dans les liquides de refroidissement industriels ainsi que dans les fluides hydrauliques et dans les fluides dégivreurs et anti-givre utilisés en aviation. Des stabilisateurs UV à base de benzotriazole (BZT-UV) sont des additifs fréquemment utilisés pour protéger de nombreux biens de consommation de la dégradation par la lumière6 ; il est aussi utilisé dans les détergents à lave-vaisselles pour la protection de l’argent 7. Il est aussi utilisé comme agent anti-voile dans les révélateurs pour la photographie argentique. Il est aussi utilisé dans le watercooling informatique (mélangé à de l’eau déminéralisée).

Propriétés physico-chimiques

Benzotriazole existe un tautomère du benzotriazole:

Tautomérisation du benzotriazole

Méthode d’analyse

Plusieurs méthodes sont utilisées, mais la méthode couramment employée afin de détecter et quantifier les benzotriazoles dans l’eau est la chromatographie liquide couplée à la spectrométrie de masse en tandem (LC-MS/MS) 8,9,10.

Préparation de l’échantillon

L’échantillon d’eau à analyser doit être nettoyé et préconcentré. Dans un premier temps, l’échantillon d’eau (1 – 2,5 L) est filtré afin de retirer les particules solides en suspension. Comme les benzotriazoles à analyser sont solubles dans l’eau, cette étape n’altère en rien l’analyse. Une quantité connue d’étalon interne ayant une structure et des propriétés semblables est ajouté à l’échantillon afin de vérifier toute erreur de manipulation. L’échantillon est ensuite acidifié à un pH de 2. Dans un deuxième temps, une extraction sur support solide (SPE) est effectuée avec une cartouche de type phase inversée (ex. OASIS HLB, Waters©)10. La cartouche est conditionnée avec 10mL d’acétonitrile, 10mL de méthanol et 10mL d’eau ultra pure à pH 2. L’échantillon est élué à un débit de 10mL/min. La cartouche est ensuite lavée 2 fois avec 5mL d’eau acidifiée (pH 2), séchée avec un jet d’azote durant 90 min et éluée 3 fois avec un mélange acétonitrile/méthanol (50:50; v/v). L’extrait est finalement concentré jusqu’à l’obtention d’un volume de 500μL11.

Séparation et détection

Les composés sont séparés grâce à la chromatographie liquide. Une colonne C18 est utilisée avec un gradient d’élution d’un mélange acétonitrile/eau/acide formique. Après séparation, les composés sont détectés à l’aide de la spectrométrie de masse (triple quadripole) utilisant l’ionisation par électronébuliseur en mode positif. L’étalonnage externe est la méthode de quantification utilisée. Aucun effet de matrice n’est observé11.

D’autres benzotriazoles, comme le 4- et 5-methyl-1H-benzotriazole, 5,6-dimethyl-1H-benzotriazole, 5-chloro-1H-benzotriazole, sont aussi détectés dans l’eau (dans l’eau potable le cas échéant)11.

Environnement, toxicologie, écotoxicologie

Malgré une présence répandue dans les écosystèmes aquatiques, les effets de composés du Benzotriazole restent largement inconnus.

Au début des années 2000,Benzotriazole était estimé peu toxique pour l’Homme, mais présente des propriétés de perturbateur endocrinien (anti-oestrogénique)12.

On retrouve dans l’eau des stabilisateurs UV à base de benzotriazole, où selon une étude récente (2020), ils se bioaccumulent dans le foie des truitelles, en modifiant leur fonctionnement6

On sait que le Benzotriazole est résistant à la biodégradation13 et qu’Benzotriazole n’est que partiellement éliminé lors des traitements des eaux usées9.

Sa bonne solubilité dans l’eau, sa toxicité et la valeur du coefficient de partition octanol-eau de ce composé en font un contaminant émergent 14 fréquemment retrouvé dans les eaux superficielles (cours d’eau et lacs) ;

Pour réduire l’apport de benzotriazole via les eaux usées traitées dans l’environnement, un bioréacteur à membranes (membrane bioreactor – MBR) peut être employé, de même que l’ozonation (qui supprime quasi totalement le benzotriazole des eaux usées). Ces deux méthodes pourraient aider à diminuer considérablement la concentration en benzotriazole dans les eaux

BENZOTRIAZOLE (BENZOTRAZOL)

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