BENZOYL CHLORIDE (α-chlorobenzaldehyde)
BENZOYL CHLORIDE; Benzenecarbonyl chloride; Benzoic acid chloride; alpha-Chlorobenzaldehyde; CAS #: 98-88-4; UN #: 1736;EC Number: 202-710-8
Preferred IUPAC name: Benzoyl chloride;Synonyms: Benzoic acid chloride.Product Information: CAS number: 98-88-4; EC index number: 607-012-00-0; EC number: 202-710-8;Formula: C₇H₅ClO; Chemical formula:C₆H₅COCl
;Molar Mass: 140.57 g/mol; HS Code: 2916 32 00
α-chlorobenzaldehyde; benzenecarbonyl chloride;benzoic acid chloride
The most important application of benzoyl chloride is the production of benzoyl peroxide, that is used as initiator in the polymer industry.
It is also used as precursor for benzophenone, in the pharmaceutical industry and as precursor of agro-chemicals.
Applications & Features:
Production of Benzoyl Peroxide (catalyst for the polymer industry)
Precursor of Benzophenone and several other UV-stabilizers
Precursor of Agrochemicals and Pharmaceutical applications
Dyes and pigments
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C6H5COCl. It is a colourless, fuming liquid with an irritating odour.
It is mainly useful for the production of peroxides but is generally useful in other areas such as in the preparation of dyes, perfumes, pharmaceuticals, and resins.
Definition: An acyl chloride consisting of benzene in which a hydrogen is replaced by an acyl chloride group. It is an important chemical intermediate for the manufacture of other chemicals, dyes, perfumes, herbicides and pharmaceuticals.
CAS No.98-88-4; Chemical Name:Benzoyl chloride; Synonyms: BzCl;Basic Red 1;BENZOXALONE;Benzoylchlorid;BENZOYL CHLORIDE;BenzoylChlorideGr;chloruredebenzoyle;-Chlorobenzaldehyde;Benzoyl Chloride >BENZOYL CHLORIDE, ACS
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, water, alcohols, strong bases. Reacts violently with DMSO and vigorously with alkalies.
Application:Benzoyl chloride is an organochlorine useful for the production of peroxides
Benzoyl chloride appears as a colorless fuming liquid with a pungent odor. Flash point 162°F. Lachrymator, irritating to skin and eyes. Corrosive to metals and tissue. Density 10.2 lb / gal. Used in medicine and in the manufacture of other chemicals.
Preparation: Benzoyl chloride is produced from benzotrichloride using either water or benzoic acid.
As with other acyl chlorides, it can be generated from the parent acid and other chlorinating agents phosphorus pentachloride, thionyl chloride, or oxalyl chloride.
It was first prepared by treatment of benzaldehyde with chlorine.
An early method for production of benzoyl chloride involved chlorination of benzyl alcohol.
Reactions: It reacts with water to produce hydrochloric acid and benzoic acid.
Benzoyl chloride is a typical acyl chloride. It reacts with alcohols to give the corresponding esters. Similarly, it reacts with amines to give the amide.
It undergoes the Friedel-Crafts acylation with aromatic compounds to give the corresponding benzophenones and related derivatives.
With carbanions, it serves again as a source of “PhCO+”
Benzoyl peroxide, a common reagent in polymer chemistry, is produced industrially by treating benzoyl chloride with hydrogen peroxide and sodium hydroxide.
Benzoyl chloride appears as a colorless fuming liquid with a pungent odor. Flash point 162°F. Lachrymator, irritating to skin and eyes. Corrosive to metals and tissue.
Density 10.2 lb / gal. Used in medicine and in the manufacture of other chemicals.
Benzoyl chloride Chemical Properties,Uses,Production
Physical and Chemical Properties
Its pure product is a colorless and transparent flammable liquid, which is smoking exposed to air in the air. In Industry, it is slightly pale yellow, with a strong pungent odor. Its steam has a strong stimulating effect for eye mucous membranes, skin and respiratory tract, by stimulating the mucous membranes and eyes tear. Benzoyl chloride Melting point is-1.0 ℃, boiling point is 197.2 ℃, and the relative density is 1.212 (20 ℃), while a flash point is 72 ℃, and refractive index (n20) is 1.554. It is soluble in the ether, chloroform, benzene and carbon disulfide. It can gradually decomposed in water or ethanol, ammonia, which generates benzoic acid, generating benzamide, ethyl benzoate and hydrogen chloride. In the laboratory, it can be obtained by distillation of benzoic acid and phosphorus pentachloride under anhydrous conditions. Industrial production process can be obtained by the use of thionyl chloride benzaldehyde. Benzoyl chloride is an important intermediate for preparing dyes, perfumes, organic peroxides, resins and drugs. It is also used in photography and artificial tannin production, which was formerly used as an irritant gas in chemical warfare.
Application
Used for dye intermediates, initiator, UV absorbers, rubber additives, medicine etc.
Benzoyl chloride is intermediate of herbicide metamitron, and insecticide propargite, benzene hydrazine or intermediate food.
Benzoyl chloride is used for organic synthesis, dye and pharmaceutical raw material, manufacturing initiator benzoyl peroxide, t-butyl peroxybenzoate, pesticides and herbicides. Benzoyl chloride is an important benzoyl and benzyl reagent. Most of benzoyl chloride is used in the production of benzoyl peroxide, and secondly for the production of benzophenone, benzyl benzoate, benzyl cellulose. Benzoyl peroxide catalyzes polymerization initiator for the monomer plastic, polyester, epoxy, acrylic resin production, self-curing agent, which is a glass fiber material, fluorine rubber, silicone crosslinking agents, oil refined, bleached flour, fiber decolorizing. Further reaction with the acid chloride can also produce acid anhydride, and benzoic acid anhydride is the main purpose for acylation agents, which can also be used as a bleaching agent and flux of a component, as well as it can also be used for the preparation of benzoyl peroxide over.
Chemical Properties: Transparent, colorless liquid; pungent odor; vapor causes tears. Soluble in ether and carbon disulfide; decomposes in water. Combustible.
Chemical Properties: Benzoyl chloride is a colorless to slight brown liquid with a strong, penetrating odor.
Uses: Benzoyl Chloride is used in the manufacturing of dye intermediates.
Uses: For acylation, i.e., introduction of the benzoyl group into alcohols, phenols, and amines (Schotten-Baumann reaction); in the manufacture of benzoyl peroxide and of dye intermediates. In organic analysis for making benzoyl derivatives for identification purposes.
Definition: A liquid acyl chloride used as a benzoylating agent.
Production Methods: Benzoyl chloride can be prepared from benzoic acid by reaction with PCl5 or SOCl2, from benzaldehyde by treatment with POCl3 or SO2 Cl2, from benzotrichloride by partial hydrolysis in the presence of H2SO4 or FeCl3, from benzal chloride by treatment with oxygen in a radical source, and from several other miscellaneous reactions. Benzoyl chloride can be reduced to benzaldehyde, oxidized to benzoyl peroxide, chlorinated to chlorobenzoyl chloride and sulfonated to m-sulfobenzoic acid. It will undergo various reactions with organic reagents. For example, it will add across an unsaturated (alkene or alkyne) bond in the presence of a catalyst to give the phenylchloroketone:
Synthesis Reference(s)
General Description: A colorless fuming liquid with a pungent odor. Flash point 162°F. Lachrymator, irritating to skin and eyes. Corrosive to metals and tissue. Density 10.2 lb / gal. Used in medicine and in the manufacture of other chemicals.
Reactivity Profile: Benzoyl chloride reacts violently with protic solvents such as alcohols, with amines and amides (for example dimethylformamide [Bretherick 1979 p. 6] ) and with inorganic bases. Causes the violent decomposition of dimethyl sulfoxide [Chem. Eng. News 35(9): 87 1957]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. Friedel-Crafts acylation of naphthalene using Benzoyl chloride, catalyzed by AlCl3, must be conducted above the melting point of the mixture, or the reaction may be violent [Clar, E. et al., Tetrahedron, 1974, 30, 3296].
Hazard: Highly toxic. Strong irritant to skin, eyes, and mucous membranes, and via ingestion, inhala- tion. Upper respiratory tract irritant. Probable carcinogen.
Health Hazard
INHALATION: may irritate eyes, nose and throat. INGESTION: causes acute discomfort. SKIN: causes irritation and burning.
Chemical Reactivity: Reactivity with Water Slow reaction with water to produce hydrochloric acid fumes. The reaction is more rapid with steam; Reactivity with Common Materials: Slow corrosion of metals but no immediate danger; Stability During Transport: Not pertinent; Neutralizing Agents for Acids and Caustics: Soda ash and water, lime; Polymerization: Does not occur; Inhibitor of Polymerization: Not pertinent.
Safety Profile: Confirmed carcinogen with experimental tumorigenic data by skin contact.
Physicochemical Information
Boiling point: 197.2 °C (1013 hPa)
Density: 1.21 g/cm3 (20 °C)
Explosion limit: 2.5 – 27 %(V)
Flash point: 93 °C
Ignition temperature: 600 °C
Melting Point: -0.6 °C
pH value: 2 (1 g/l, H₂O, 20 °C)
Vapor pressure: 0.5 hPa (20 °C)
Refractive Index: 1.5537 (20 °C, 589 nm)
Solubility(20 °C): (decomposition)
BENZOYL CHLORIDE
98-88-4
Benzenecarbonyl chloride
Benzoic acid, chloride
Benzoylchloride
alpha-Chlorobenzaldehyde
benzoic acid chloride
benzoylchlorid
Benzaldehyde, alpha-chloro-
HSDB 383
EINECS 202-710-8
UN1736
BRN 0471389
Benzoyl chloride, 99%, pure
Benzoyl chloride, 98+%, ACS reagent
Benzoyl chloride, ReagentPlus(R), >=99%
benzoyl chlorid
benzoyl choride
bezoyl chloride
benzoic chloride
BzCl
benzoyl chloride-
Benzoyl chloride [UN1736] [Corrosive]
.alpha.-Chlorobenzaldehyde
Benzaldehyde, |A-chloro-
Benzoyl chloride, ACS reagent, 99%
UN 1736
CAS-98-88-4
Benzoyl chloride
ALPHA-CHLOROBENZALDEHYDE
BENZALDEHYDE, ALPHA-CHLORO-
BENZENECARBONYL CHLORIDE
BENZOIC ACID CHLORIDE
BENZOYL CHLORIDE
DIBENZOYL CHLORIDE {BENZOYL CHLORIDE}
BENZOYL CHLORIDE
98-88-4
Benzenecarbonyl chloride
Benzoic acid, chloride
Benzoylchloride
alpha-Chlorobenzaldehyde
benzoic acid chloride
benzoylchlorid
Benzaldehyde, alpha-chloro-
EINECS 202-710-8
UN1736
BRN 0471389
Benzaldehyde, .alpha.-chloro-
benzoyl chlorid
benzoyl choride
bezoyl chloride
benzoic chloride
BzCl
benzoyl chloride-
PhCOCl
Bz-Cl
Benzoyl chloride [UN1736] [Corrosive]
.alpha.-Chlorobenzaldehyde
Benzaldehyde, |A-chloro-
247-558-3 [EINECS]
471389
98-88-4 [RN]
a-Chlorobenzaldehyde
Benzaldehyde, α-chloro-
benzoic acid chloride
Benzoic acid, chloride
Benzoyl chloride [ACD/Index Name] [ACD/IUPAC Name] [Wiki]
Benzoyl chloride [UN1736] [Corrosive]
Benzoylchlorid [German] [ACD/IUPAC Name]
Chlorure de benzoyle [French] [ACD/IUPAC Name]
DM6600000
VTY8706W36
100-09-4 [RN]
2719-27-9 [RN]
4-09-00-00721 (Beilstein Handbook Reference) [Beilstein]
43019-90-5 [RN]
52947-05-4 [RN]
59748-37-7 [RN]
ANISIC ACID
Benzaldehyde, α-chloro-
Benzenecarbonyl chloride
BENZOYL CHLORIDE-(RING-13C6)
Benzoyl Chloride, ACS reagent
BENZOYL CHLORIDE|BENZOYL CHLORIDE
benzoylchloride
Benzoyl-d5 Chloride
Cyclohexanecarbonyl chloride [ACD/Index Name] [ACD/IUPAC Name]
EINECS 202-710-8
Hexahydrobenzoyl chloride
InChI=1/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5
MFCD01865658 [MDL number]
O-CHLOROFORMYLBENZENE
PS-10801
UNII:VTY8706W36
UNII-VTY8706W36
α-Chlorobenzaldehyde
α-Chlorobenzaldehyde
苯甲酰氯 [Chinese]
benzoilklorür (tr)
benzoil klorür (tr)
benzoil klorid (tr)
benzoilklorid (tr)
benzoilklorit (tr)
benzoil klorit (tr)
bensoüülkloriid (et)
bentsyylikloridi (fi)
benzoil klorid (sl)
benzoil-klorid (hr)
benzoil-klorid (hu)
benzoilchloridas (lt)
benzoile cloruro (it)
benzoilhlorīds (lv)
benzoylchlorid (cs)
benzoylchlorid (da)
Benzoylchlorid (de)
benzoylchlorid (sk)
benzoylchloride (nl)
benzoylklorid (no)
benzoylklorid (sv)
chlorek benzoilu (pl)
chlorek kwasu benzoesowego (pl)
chlorure de benzoyle (fr)
cloreto de benzoílo (pt)
cloruro de benzoílo (es)
cloruro di benzoile (it)
clorură de benzoil (ro)
klorur tal-benżojl (mt)
βενζοϋλοχλωρίδιο (el)
бензоил хлорид (bg)
CAS names: Benzoyl chloride
IUPAC names
Benzoic acid chloride
BENZOYL CHLORIDE
Benzoyl Chloride
Benzoyl chloride
benzoyl chloride
Benzoylchlorid
Trade names
BENZOESAEURECHLORID
BENZOLCARBONYLCHLORID
BENZOYL CHLORIDE
Benzoyl chloride
BENZOYLCHLORID
PHENYLCARBONYLCHLORID
BENZOYL CHLORIDE (BENZOL KLORÜR;)
CAS NUMBER: 98-88-4
EC NUMBER: 202-710-8
SYNONYMS: BENZOYL CHLORIDE, 98+%, ACS REAGENT; AK4020300005; Benzoyl Chloride; C7H5ClO; 98-88-4; Benzoyl chloride; ACS reagent, 99%; MFCD00000653; PASDCCFISLVPSO-UHFFFAOYSA-N; BENZOYL CHLORIDE; 98-88-4; Benzenecarbonyl chloride; Benzoic acid; chloride; Benzoylchloride; alpha-Chlorobenzaldehyde; benzoic acid chloride; benzoylchlorid; Benzaldehyde; alpha-chloro-a-Chlorobenzaldehyde; CCRIS 802; HSDB 383; EINECS 202-710-8; UN1736; BRN 0471389; Benzaldehyde; .alpha.-chloro- CHEBI:82275; PASDCCFISLVPSO-UHFFFAOYSA-N ; SBB059783 ; Benzoyl chloride ReagentPlus(R) >=99% ; benzoyl choride; bezoyl chloride ; UNII-VTY8706W36 ; benzoic chloride ; BzCl ; benzoyl chloride-PhCOCl; Bz-Cl ; PubChem22045 ; Benzoyl chloride [UN1736][Corrosive] ; AC1L1OPD ;.alpha.-Chlorobenzaldehyde ;Benzaldehyde; |A-chloro- DSSTox_CID_6631 ACMC-20aj01; SCHEMBL1241 ;BENZOIC ACID ; CHLORIDE ; DSSTox_RID_78168 ; DSSTox_GSID_26631 ; BENZOYL CHLORIDE ACS ; 4-09-00-00721 ; KSC486Q7P ; AC1Q3G68 ; CHEMBL2260719 ; DTXSID9026631 ; CTK3I6877 ; KS-00000UUU ; Benzoyl chloride 99% 250g ; Benzoyl chloride AR >=99% ; Benzoyl chloride LR >=99% ; MolPort-001-768-889 ; OTAVA-BB 1051706 ; LABOTEST-BB LTBB000456 ; VTY8706W36 ; CS-B1785 ; ZINC2041164 ; Tox21_200431 ; ANW-75551 ; MFCD00000653 ; STL264120 ; Benzoyl chloride, ACS reagent 99% ; AKOS000121308 ; AS00010 ; MCULE-3627399529 ; RP20639 ; TRA0028457 ; TRA0031506 ; UN 1736 ; CAS-98-88-4 ; Benzoyl chloride purum >=99% (GC) ; Benzoyl chloride ReagentPlus(R) 99% ; NCGC00248610-01 ; NCGC00257985-01 ; Benzoyl chloride [UN1736] [Corrosive] ; Benzoyl chloride p.a. 98-100.5% ; CJ-32526 ; LS-42590 ; OR034273 ; OR382473 ; SC-76545 ; DB002645 ; TC-164296 ; TR-038640 ; B0105 ; FT-0622741 ; ST51046056 ; Benzoyl chloride SAJ first grade >=98.0% ; C19168 ; 11273-EP2270015A1 ; 11273-EP2270114A1 ; 11273-EP2272841A1 ; 11273-EP2272972A1 ; 11273-EP2272973A1 ; 11273-EP2275407A1 ; 11273-EP2275412A1 ; 11273-EP2277848A1 ; 11273-EP2277872A1 ; 11273-EP2277878A1 ; 11273-EP2277880A1 ; 11273-EP2279750A1 ; 11273-EP2281813A1 ; 11273-EP2281815A1 ; 11273-EP2284157A1 ; 11273-EP2286811A1 ; 11273-EP2287159A1 ; 11273-EP2287167A1 ; 11273-EP2292595A1 ; 11273-EP2292610A1 ; 11273-EP2292621A1 ; 11273-EP2295415A1 ; 11273-EP2295429A1 ; 11273-EP2295437A1 ; 11273-EP2298767A1 ; 11273-EP2298775A1 ; 11273-EP2305629A1 ; 11273-EP2305658A1 ; 11273-EP2305687A1 ; 11273-EP2308838A1 ;11273-EP2308858A1 ; 11273-EP2308861A1 ; 11273-EP2308865A1 ; 11273-EP2308877A1 ; 11273-EP2311814A1 ; 11273-EP2311816A1 ; 11273-EP2311817A1 ; 11273-EP2311824A1 ; 11273-EP2311830A1 ; 11273-EP2311840A1 ; 11273-EP2314575A1 ; 11273-EP2314578A1 ; 11273-EP2314587A1 ; 11273-EP2314593A1; 11273-EP2316827A1; 11273-EP2371831A1; 30500-EP2298734A2 ; 30500-EP2308873A1 ; 30500-EP2311835A1 ; 109242-EP2281861A2 ; 109242-EP2295422A2 ; 109242-EP2298769A1 ; I01-4397 ; F2190-0038 ; InChI=1/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5 ; InChI=1S/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H ; PASDCCFISLVPSO-UHFFFAOYSA-N ; benzaldehyde ; a-chloro- ; benzenecarbonyl chloride ; benzoic acid chloride ; benzoic acid ; chloride ; benzoylchloride ; a-chlorobenzaldehyde ; BENZOL ; KULORT ; BENZOLKULORT ; benzoil ; benzol ; chlorite ; benzolchlorite ; benzoylchloride ; PASDCCFISLVPSO-UHFFFAOYSA-N ; Benzoic acid chloride ; 98-88-4 ; Benzenecarbonyl Chloride ; alpha-Chlorobenzaldehyde ; Benzoic Acid Chloride ; PASDCCFISLVPSO-UHFFFAOYSA-N ; a-Chlorobenzaldehyde Benzaldehyde ?-chloro-benzoic acid chloride ; Benzoic acid, chloride ; Benzoyl chloride ; Benzoylchlorid ; Chlorure de benzoyle ; 100-09-4 ; 2719-27-9 ; 4-09-00-00721 ; 52947-05-4 ; 59748-37-7 ; ANISIC ACID ; Benzaldehyde, ?-chloro- ; Benzenecarbonyl chloride ; BENZOYL CHLORIDE-(RING-13C6) ; benzoylchloride ; Cyclohexanecarbonyl chloride ; EINECS 202-710-8 ; Hexahydrobenzoyl chloride ; InChI=1/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5 ; MFCD01865658 ; O-CHLOROFORMYLBENZENE ; UNII:VTY8706W36 ; UNII-VTY8706W36 ; ?-Chlorobenzaldehyde ; ?-Chlorobenzaldehyde ; ???? ; C7H5ClO ; MFCD00000653 ; benzaldehyde, a-chloro- ; benzenecarbonyl chloride ; benzoic acid chloride ; benzoic acid, chloride ; benzoylchloride ; a-chlorobenzaldehyde ; p-Chloromethyl benzoyl chloride ; BENZOYL CHLORIDE ; Hydrolysis of Benzoyl Chloride ; PASDCCFISLVPSO-UHFFFAOYSA-N ; 3-(Chlorosulfonyl)benzoyl chloride 98% ; Benzoic acid ; chloride ; benzaldehyde ; alpha-chloro ; Benzoyl Chloride ; cloruro de benzoilo ; 2,4,6-Tris(prop-2-yl)benzoyl chloride ; 2716-5-12; C16H23ClO; Benzoyl Chloride (O) Pure Benzoyl Chloride ; Alpha-Chlorobenzaldehyde ; Benzenecarbonyl Chloride ; Benzoic Acid Chloride ; BENZOYL CHLORIDE ; BENZOL KLORÜR ; Benzenecarbonyl chloride ; Benzoic acid chloride ; alpha-Chlorobenzaldehyde; 2,3 Dichloro Benzoyl Chloride ; 2,3,4,5,6-PENTAFLUORO-BENZOYL CHLORIDE ; Cloruro benzoilico o cloruro de benzoilo; 4-(Chloromethyl)benzoyl chloride ?97% ;Benzenecarbonyl chloride ; Alpha-chlorobenzaldehyde ; Benzoic acid; BENZOYIL; BENZOYIL KLORT; BENZOYLCLORT; BENZOYILCLORIT; BENZOILKLORID; benzoyl; benzoyl klort; benzoyilclorit; benzoylclort; benzolklord; benzoil; benzoyl; benzoyil; chloride; chlorite; kulorit; kulorid; klorür; klorur; benzoylkulorur; benzoil; benzoilklorür; benzoyiklorür; kulorür; benzoyl chloride; Benzoik asit klorid, Benzenecarbonyl chloride, Benzoic acid, Chloride benzoylchlorid, alpha-Chlorobenzaldehyde, a-Chlorobenzaldehyde, Benzaldehyde, alpha-chloro-CCRIS 802, Benzaldehyde, .alpha.-chloro-, HSDB 383, CHEBI:82275, benzoyl-chloride,benzoyl chloride, Benzoyl chlorite, Aclopd, Chlorobenzaldehyde, Benzoc acd chlorde, Benzoil klorit, Benzoil Klorid, Benzil Klorit, Benzil Klorid; BENZOYL CHLORIDE; Benzenecarbonyl chloride; Benzoic acid, chloride; benzoylchlorid; alpha-Chlorobenzaldehyde; a-Chlorobenzaldehyde; Benzaldehyde, alpha-chloro-; Benzaldehyde, .alpha.-chloro-; HSDB 383; CHEBI:82275; PASDCCFISLVPSO-UHFFFAOYSA-N; EINECS 202-710-8; benzoyl-chloride; benzoyl chloride-; PubChem22045; Benzoyl chloride [UN1736] [Corrosive]; ; Benzoyl chloride [UN1736] [Corrosive]; C7H5ClO / C6H5COCl; BENZOL KLORÜR; benzoil klorür; benzoil klorit; benzoil kloride; benzoil chloride; 247-558-3 [EINECS]; 98-88-4 [RN]; a-Chlorobenzaldehyde, Benzaldehyde, ?-chloro-; benzoic acid chloride; Benzoic acid, chloride; Benzoyl chloride [ACD/IUPAC Name] [Wiki]; Benzoyl chloride [UN1736] [Corrosive]; Benzoylchlorid [German] [ACD/IUPAC Name]; Chlorure de benzoyle [French] [ACD/IUPAC Name]; ALPHA-CHLOROBENZALDEHYDE; BENZALDEHYDE, ALPHA-CHLORO-; BENZENECARBONYL CHLORIDE; BENZOIC ACID CHLORIDE; BENZOYL CHLORIDE; DIBENZOYL CHLORIDE {BENZOYL CHLORIDE}; benzoil klorit; benzoil klorür; benzoil chlorür; benzoil chloride; benzoil klorite;
General Description
Benzoyl Chloride;
A colorless fuming liquid with a pungent odor. Flash point 162°F. Lachrymator, irritating to skin and eyes. Corrosive to metals and tissue. Density 10.2 lb / gal. Used in medicine and in the manufacture of other chemicals.
50 grams of dry benzoic acid are treated in a 500 ml flask, with 90 grams of finely pulverized phosphorus pentachloride. The mixture is mixed well, upon which, after a short time, the reaction takes place with an energetic evolution of hydrochloric acid, and the reaction mass becomes liquid. During the reaction a lot of heat is released. After standing a short time, the completely liquid mixture is twice fractionated by collecting fraction which boils at ~ 200° C, yielding 90 % of benzoyl chloride.
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C6H5COCl. It is a colourless, fuming liquid with an irritating odour. It is mainly useful for the production of peroxides but is generally useful in other areas such as in the preparation of dyes, perfumes, pharmaceuticals, and resins.
Benzoyl chloride is a colorless fuming liquid with a pungent odor. Flash point 162°F. Lachrymator, irritating to skin and eyes. Corrosive to metals and tissue. Density 10.2 lb / gal. Used in medicine and in the manufacture of other chemicals.
Physical and Chemical Properties
Benzoyl Chloride;
Its pure product is a colorless and transparent flammable liquid, which is smoking exposed to air in the air. In Industry, it is slightly pale yellow, with a strong pungent odor. Its steam has a strong stimulating effect for eye mucous membranes, skin and respiratory tract, by stimulating the mucous membranes and eyes tear. Benzoyl chloride Melting point is -1.0 ?, boiling point is 197.2 ?, and the relative density is 1.212 (20 ?), while a flash point is 72 ?, and refractive index (n20) is 1.554. It is soluble in the ether, chloroform, benzene and carbon disulfide. It can gradually decomposed in water or ethanol, ammonia, which generates benzoic acid, generating benzamide, ethyl benzoate and hydrogen chloride. In the laboratory, it can be obtained by distillation of benzoic acid and phosphorus pentachloride under anhydrous conditions. Industrial production process can be obtained by the use of thionyl chloride benzaldehyde. Benzoyl chloride is an important intermediate for preparing dyes, perfumes, organic peroxides, resins and drugs. It is also used in photography and artificial tannin production, which was formerly used as an irritant gas in chemical warfare.
Used for dye intermediates, initiator, UV absorbers, rubber additives, medicine etc. Benzoyl chloride is intermediate of herbicide metamitron, and insecticide propargite, benzene hydrazine or intermediate food. Benzoyl chloride is used for organic synthesis, dye and pharmaceutical raw material, manufacturing initiator benzoyl peroxide, t-butyl peroxybenzoate, pesticides and herbicides. In pesticides, it is a new insecticide, which is inducible isoxazole parathion (Isoxathion, Karphos) intermediate. Benzoyl chloride is an important benzoyl and benzyl reagent. Most of benzoyl chloride is used in the production of benzoyl peroxide, and secondly for the production of benzophenone, benzyl benzoate, benzyl cellulose. Benzoyl peroxide catalyzes polymerization initiator for the monomer plastic, polyester, epoxy, acrylic resin production, self-curing agent, which is a glass fiber material, fluorine rubber, silicone crosslinking agents, oil refined, bleached flour, fiber decolorizing Wait. Domestic original benzoyl chloride manufacturing enterprises are more than 20. Some of the manufacturers also produce acid chloride, and the production capacity is 10,000t. However, according to the 2003 survey, the profit is too low, because of the use of small polluting production line, while the use of polluting route is controlled by the government restrictions, and a further raw material price increases. Therefore most of the manufacturers stop the production. Further reaction with the acid chloride can also produce acid anhydride, and benzoic acid anhydride is the main purpose for acylation agents, which can also be used as a bleaching agent and flux of a component, as well as it can also be used for the preparation of benzoyl peroxide over.
Reagents for the analysis, but also for spices, organic synthesis.
APPLICATIONS
Benzoyl Chloride;
Acyl is a radical formed from an organic acid by removal of a hydroxyl group. The general formula of acyl compound is RCO-. Acyl halide is one of a large group of organic substances containing the halocarbonyl group, have the general formula RCO·X, where X is a halogen atom (fluorine, chlorine, bromine, iodine, and astatine) and R may be aliphatic, alicyclic, aromatic, and H etc. In substitutive chemical nomenclature, their names are formed by adding ‘-oyl’ as a suffix to the name of the parent compound; ethanoyl chloride, CH3COCl, is an example. The terms acyl and aroyl halides refer to aliphatic or aromatic derivatives, respectively. Acyl halides are made by replacing the -OH group in carboxylic acids by halogen using halogenating agents. They react readily with water, alcohols, and amines and are widely used in organic synthetic process whereby the acyl group is incorporated into the target molecules by substitution of addition-elimination sequence called acylation reaction. Acylation reaction involves substitution by an electron donor (nucleophile) at the electrophilic carbonyl group (C=O). Common nucleophiles in the acylation reaction are aliphatic and aromatic alcohols, both of which give rise to esters and amines (RNH2) which give amides. The carboxylic acid (X = OH) itself can function as an acylating agent when it is protonated by a strong acid catalyst as in the direct esterification of an alcohol. Two common acylation agents, with the general formula RCOX, are acid halides (X = halogen atom) and anhydrides (X = OCOR). Schotten-Baumann reaction is an acylation reaction that uses an acid chloride in the presence of dilute alkali to acylate the hydroxyl and amino group of organic compounds. There are also other acylating agents. Benzoyl Chloride belongs to acyl halides. Acyl halides are involved in acetylation process which introduce an acetyl group (CH3CO-) into compounds. Benzoyl Chloride decomposes violently by heating or on exposure to moist air or water. It reacts violently with strong oxidants, metals (especially iron), alkali and earth alkali metals, bases and wide range of organic substances such as amines, dimethyl sulfoxide and alcohols. The reactions cause fire and explosion hazard. It is used to introduce benzenecarbonyl groups into compounds. Typical reactions undergone by benzoyl chloride are the Schotten-Baumman reaction (the benzoylation of compounds containing a hydrogen), and the Friedel-Crafts reactions (preparation of substituted benzophenones). It is used in manufacturing peroxides such as a benzoyl peroxide and t-butyl perbenzoate. It is also used in the synthesis of benzophenone and its derivatives used in manufacturing pesticides, pharmaceuticals, perfume fixative, polymerization catalyst, benzolating agents, and dyestuffs.
Genel açklama
Benzoil klorür;
Duygusal kokusu olan renksiz bir köpürme svs. Parlama noktas 162 ° F. Lachrymator, cildi ve gözleri tahri eder. Metallere ve dokulara kar koroziftir. Younluk 10,2 lb / gal. Tpta ve dier kimyasallarn üretiminde kullanlr.
50 gram kuru benzoik asit 500 ml’lik bir ie içinde ince öütülmü fosfor pentaklorür ile 90 gram muamele edilir. Karm iyi kartrlr, ksa bir süre sonra reaksiyon hidroklorik asitin enerjik bir ekilde evrimi ile gerçekleir ve reaksiyon kütlesi sv hale gelir. Reaksiyon esnasnda çok fazla s aça çkar. Ksa bir süre bekledikten sonra, tamamen sv olan karm iki kat daha bölünerek% 200 benzoil klorür verecek ekilde ~ 200 ° C’de kaynayan fraksiyon toplar.
Benzoikarbonil klorür olarak da bilinen benzoil klorür, C6H5COCl formülüne sahip bir organochlorin bileiidir. Bu, tahri edici bir koku veren, renksiz, köpüren bir svdr. Aslnda peroksitlerin üretimi için yararldr, ancak genellikle boyalar, parfümler, farmasötikler ve reçinelerin hazrlanmas gibi dier alanlarda da yararldr.
Benzoil klorür, keskin kokusu olan renksiz bir köpürme svsdr. Parlama noktas 162 ° F. Lachrymator, cildi ve gözleri tahri eder. Metallere ve dokulara kar koroziftir. Younluk 10,2 lb / gal. Tpta ve dier kimyasallarn üretiminde kullanlr.
Fiziksel ve kimyasal özellikler
Benzoil klorür;
Saf ürünü, havada havaya maruz braklan, renksiz ve effaf yanc bir svdr. Endüstride, hafif soluk sar, güçlü bir keskin kokusu vardr. Buhar, göz mukoza zarlar, cilt ve solunum yolu için, mukoza zarlarn ve göz yrtklarn uyararak güçlü bir uyarc etkiye sahiptir. Benzoil klorür Erime noktas -1.0 ?, kaynama noktas 197.2 ° C ve nispi younluk 1.212 (20 ° C) iken, parlama noktas 72 ° C, refraktif indeks (n20) ise 1.554’dür. Eter, kloroform, benzen ve karbon disülfide çözünür. Su veya etanol, benzoik asit üreten amonyak, benzamit, etil benzoat ve hidrojen klorür üretirken giderek ayrabilir. Laboratuarda, susuz koullar altnda benzoik asit ve fosfor pentaklorid damtm ile elde edilebilir. Endüstriyel üretim süreci tiyonil klorür benzaldehid kullanlarak elde edilebilir. Benzoil klorür boyalar, parfümler, organik peroksitler, reçineler ve ilaçlar hazrlamak için önemli bir ara maddedir. Ayrca kimyasal savata tahri edici bir gaz olarak kullanlan fotoraf ve suni tanen üretiminde de kullanlr.
Boya ara maddeleri, balatc, UV emici, kauçuk katk maddeleri, ilaç vb için kullanlr. Benzoil klorür herbisit metamitron ve insektisid propargit, benzen hidrazin veya ara gdann ara ürünüdür. Benzoil klorür, organik sentez, boya ve farmasötik hammadde, balatc benzoil peroksit, t-butil peroksibenzoat, böcek öldürücüler ve herbisitler üretmek için kullanlr. Pestisitlerde, yeni bir insektisittir ve bu indüksiyon izoksazol paratiyonudur (izoaksiyon, Karphos) ara madde. Benzoil klorür, önemli bir benzoil ve benzil reaktifidir. Benzoil klorürün birçou benzoil peroksit üretiminde, ikinci olarak benzofenon, benzil benzoat, benzil selüloz üretimi için kullanlr. Benzoil peroksit, bir cam elyaf malzemesi, florür kauçuu, silikon çapraz balama ajanlar, ya rafine edilmi, aartlm un, elyaf renk giderme Bekleme monomer plastik, polyester, epoksi, akrilik reçine üretimi, kendini sertletirici ajan için polimerizasyon balatc katalize eder. Yurtiçi orijinal benzoil klorür üretim iletmelerinin 20’den fazla. Üreticilerin bazlar da asit klorür üretmek ve üretim kapasitesi 10.000t. Bununla birlikte, 2003 aratrmasna göre, kirleten rota kullanmnn hükümet kstlamalar ile kontrol edildii ve küçük bir kirleten üretim hattnn kullanlmas nedeniyle karn çok düük olduu ve bir baka hammadde fiyatnn artt belirtildi. Bu nedenle imalatçlarn çou üretimi durdurmaktadr. Asit klorid ile reaksiyona girmek ayrca asit anhidrit üretebilir ve benzoik asit anhidrid, bir aartma maddesi ve bir bileen ak olarak da kullanlabilen asilasyon ajanlar için asl amaçtr, ayrca hazrlama için de kullanlabilir Benzoil peroksit üzerinden.
Analiz için reaktifler, ayn zamanda baharatlar, organik sentez için kullanlr.
UYGULAMALAR
Benzoil klorür;
Asil, bir hidroksil grubunun çkarlmasyla bir organik asitten oluan bir radikaldir. Açil bileiinin genel formülü RCO- dir. Asil halid, halokarbonil grubu içeren, X’in halojen atomu (florin, klorin, bromin, iyot ve astatin) olduu genel formül RCO · X’e sahip büyük bir organik madde grubundan biridir ve R, alifatik, alisiklik, aromatik ve H vb. içerir. Yedek kimyasal adlandrmada, adlar, ana bileie bir sonek olarak ‘-oil’ eklenerek oluturulur; etanoil klorür, CH3COCl, bir örnektir. Açil ve aroil halidleri terimleri srasyla alifatik veya aromatik türevlere karlk gelir. Asil halidler, halojenleme ajanlar kullanlarak karboksilik asitlerdeki -OH grubunun halojen ile deitirilmesi ile hazrlanr. Su, alkoller ve aminler ile kolayca reaksiyona girer ve organik sentetik proseste yaygn olarak kullanlrlar ki, açil grubu asilasyon reaksiyonu olarak adlandrlan ekleme-eliminasyon sekansnn yerini alarak hedef moleküllere dahil edilir. Asilasyon reaksiyonu, elektrofilik karbonil grubundaki (C = O) bir elektron vericisi (nükleofil) ile ikame edilmesini içerir. Asilasyon reaksiyonundaki yaygn nükleofiller alifatik ve aromatik alkoldür ve her ikisi de amitler üreten aminler (RNH2) ve esterleri olutururlar. Karboksilik asit (X = OH) kendisi, bir alkolün dorudan esterifikasyonu gibi kuvvetli bir asit katalizörü ile protonlandnda bir asile edici madde olarak ilev görebilir. RCOX genel formülü ile iki ortak asilasyon ajan asit halidler (X = halojen atomu) ve anhidritlerdir (X = OCOR). Schotten-Baumann reaksiyonu, organik bileiklerin hidroksil ve amino grubunu asile etmek için seyreltik alkali varlnda asit klorür kullanan bir asilasyon reaksiyonudur. Ayrca baka asilasyon ajanlar da vardr. Benzoil Klorid asil halojenürlere aittir. Asil halidler, bileiklere bir asetil grubu (CH3CO-) katan asetilasyon prosesine katlrlar. Benzoil Klorid, stma yoluyla veya nemli havaya veya suya maruz brakldnda iddetli biçimde parçalanr. Güçlü oksidanlar, metaller (özellikle demir), alkali ve toprak alkali metalleri, bazlar ve aminler, dimetil sülfoksit ve alkoller gibi çeitli organik maddeler ile iddetle tepki verir. Tepkiler yangn ve patlama tehlikesine neden olur. Benzenkarbonil gruplarn bileiklere dahil etmek için kullanlr. Benzoil klorür tarafndan geçirilen tipik reaksiyonlar, Schotten-Baumman reaksiyonu (bir hidrojen içeren bileiklerin benzoilasyonu) ve Friedel-Crafts reaksiyonlar (ikame edilmi benzofenonlarn hazrlanmas) ‘dur. Bir benzoil peroksit ve t-bütil perbenzoat gibi peroksitlerin imalatnda kullanlr. Ayn zamanda böcek ilac, ilaç, parfüm fiksatif, polimerizasyon katalizörü, benzolasyon maddeleri ve boyarmaddeleri imalinde kullanlan benzofenon ve türevlerinin sentezinde de kullanlr.