TERT BUTYL HYDROPEROXIDE (TERT BTL HDROPEROKST)
TERT BUTYL HYDROPEROXIDE / TERT BÜTL HDROPEROKST/ Hydroperoxide de tert-butyle
CAS NO: 75-91-2
EC NO: 200-915-7
Synonyms:
Tert Butyl Hydroperoxide; Tert Butil Hidroperoksit; Tert Bütil Hidroperoksit; TERT-BUTYLHYDROPEROXDE; TERT-BUTYLHYDROPEROXIDE; Hydroperoxide de tert-butyle; tbhp; T-Hydro TBHP; hydroperoxide de tert-butyle (solution aqueuse a 70 %);tert-butyl hydroperoxide (70 % aqueous solution);1,1-Dimethylethyl hydroperoxide; 2-Hydroperoxy-2-methylpropane; TBHP; 1-Butyl-1-methylpyrrolidinium trifluoromethanesulfonate; 367522-96-1 ; BMPyrrOTf; ≥95.0% (T); ≤0.3% water; tert-Butyl Hydroperoxide (70% inWater); 75-91-2; 7732-18-5 ; tert-Butyl hydroperoxide ;TERT-BUTYL HYDROPEROXIDE; 75-91-2; T-Butyl hydroperoxide; TBHP; Tert-Butylhydroperoxide; Perbutyl H ; Hydroperoxide, 1,1-dimethylethyl; Cadox TBH; 1,1-Dimethyl hydroperoxide; Perbutyl H; t-Butyl hydroperoxide; TBHP; Trigonox AW70 TBHP, tbhp 70 %, TERTBUTYLHYDROPEROXIDE, TERTBÜTLHDROPEROKST, tersiyer, bütil, hidroksi, peroksit, cas no : 75-91-2, tersiyer, bütil, hidro, peroksit, tertiary butyl hydroperoxide ; 1,1-Dimethyl ethyl hydroperoxide ( 1,1-Dimetil etilhidroksiperoksit ) , Tertiary butyl hydroperoxide ( Tertiary butil hidroperoksit ), t-Butyl hydroperoxide; 2-Hydroperoxy-2-methylpropane ( 2-Hidroperoksi-2-metilpropan ) ; Hydroperoxide, t-Butyl; Hydroperoxide; tert-Butyl; t Butyl Hydroperoxide; t Butylhydroperoxide; t-Butyl Hydroperoxide; t-Butylhydroperoxide; tert Butyl; Hydroperoxide; tert Butylhydroperoxide; tert-Butyl Hydroperoxide; tert-Butylhydroperoxide; tertiary Butylhydroperoxide; tertiary-Butylhydroperoxide; TERT-BUTYL HYDROPEROXIDE; TBHP; T-Butyl hydroperoxide; Perbutyl H; tert-Butylhydroperoxide; t-Butylhydroperoxide; 2-Hydroperoxy-2-methylpropane; 75-91-2; 1,1-Dimethylethyl hydroperoxide; Hydroperoxide, 1,1-dimethylethyl; Hydroperoxide de butyle tertiaire; Terc. butylhydroperoxid; tert-Butyl hydrogen peroxide; Hydroperoxide; tert-butyl; 1,1-Dimethylethylhydroxiperoxide;2-Hydroperoxy-2-methylpropane;1,1-Dimethylethyl hydroperoxide;BHP;CADOX TBH;Hydroperoxide, 1,1-dimethylethyl;Hydroperoxide, 1,1-dimethylethyl-;HYDROPEROXIDE, TERT-BUTYL;Hydroperoxide de tert-butyle;Hydroperoxide de tert-butyle (FRENCH);PERBUTYL H;t-Butylhydroperoxide;TBHP-70;TERC BUTYLHYDROPEROXID (CZECH);terc. Butylhydroperoxid;tert-Butylhydroperoxide;Trigonox A-75;TRIGONOX A-75 (CZECH); tert-butyl hydroperoxide, tbhp, t-butyl hydroperoxide, tert-butylhydroperoxide, perbutyl h, t-butylhydroperoxide, cadox tbh, hydroperoxide, 1,1-dimethylethyl, 1,1-dimethylethyl hydroperoxide, terc. butylhydroperoxid; Hydroperoxide de tert-butyle; Hydroperoxide de tert-butyle; T-BUTYL HYDROPEROXIDE; HYDROPEROXIDE, 1,1-DIMETHYLETHYL; tert-Butyl hydroperoxide; TERT BUTYLHYDROPEROXDE; TERT BUTYLHYDROPEROXIDE; TERT-BUTYLHYDROPEROXDE; TERT-BUTYLHYDROPEROXIDE; HYDROperoxide DE TERT-BUTYLE; TBHP; HYDROperoxide DE TERT-BUTYLE (SOLUTON AQUEUSE A 70 %);TERT-BUTYL HYDROPEROXDE (70 % AQUEOUS SOLUTON);1,1-DMETHYLETHYLHYDROXPEROXDE;2-HYDROPEROXY-2-METHYLPROPANE;1,1-DMETHYLETHYL HYDROPEROXDE;BHP;CADOX TBH;HYDROPEROXDE, 1,1-DMETHYLETHYL;HYDROPEROXDE, 1,1-DMETHYLETHYL-;HYDROPEROXIDE, TERT-BUTYL;HYDROperoxide DE BUTYLE TERTARE;Hydroperoxide de tert-butyle (FRENCH);PERBUTYL H;T-BUTYLHYDROPEROXDE;TBHP-70;TERC BUTYLHYDROPEROXID (CZECH);TERC. BUTYLHYDROPEROXD;TERT-BUTYLHYDROPEROXDE;TRGONOX A-75;TRIGONOX A-75 (CZECH); TERT-BUTYL HYDROPEROXDE, TBHP, T-BUTYL HYDROPEROXDE, TERT-BUTYLHYDROPEROXDE, PERBUTYL H, T-BUTYLHYDROPEROXDE, CADOX TBH, HYDROPEROXDE, 1,1-DMETHYLETHYL, 1,1-DMETHYLETHYL HYDROPEROXDE, TERC. BUTYLHYDROPEROXD; HYDROperoxide DE BUTYLE TERTARE; HYDROperoxide DE TERT-BUTYLE; T-BUTYL HYDROPEROXIDE; HYDROPEROXIDE, 1,1-DIMETHYLETHYL; TERT-BUTYL HYDROPEROXDE; TERT BUTYLHYDROPEROXDE; TERT BUTYLHYDROPEROXIDE; Hydroperoxide de tert-butyle; Hydroperoxide de tert butyle; Hydro peroxide de tert-butyl; Hydro peroxit de tert-butyle; Hydroperoksit de tert-butyle; Tert-Butylhydroperoxide; Tert-Butylhydroperoxde; Hydroperoxide De Tert-Butyle; Tbhp; Hydroperoxide De Tert-Butyle (Solution Aqueuse A 70 %);Tert-Butyl Hydroperoxide (70 % Aqueous Solution);1,1-Dimethylethylhydroxiperoxide;2-Hydroperoxy-2-Methylpropane;1,1-Dimethylethyl Hydroperoxide;Bhp;Cadox Tbh;Hydroperoxide, 1,1-Dimethylethyl;Hydroperoxide, 1,1-Dimethylethyl-;Hydroperoxde, Tert-Butyl;Hydroperoxide de tert-butyle;Hydroperoxide De Butyle Tertare (French);Perbutyl H;T-Butylhydroperoxide;Tbhp-70;Terc Butylhydroperoxd (Czech);Terc. Butylhydroperoxid;Tert-Butylhydroperoxide;Trigonox A-75;Trgonox A-75 (Czech); Tert-Butyl Hydroperoxide, Tbhp, T-Butyl Hydroperoxide, Tert-Butylhydroperoxide, Perbutyl H, T-Butylhydroperoxide, Cadox Tbh, Hydroperoxide, 1,1-Dimethylethyl, 1,1-Dimethylethyl Hydroperoxide, Terc. Butylhydroperoxid; Hydroperoxide de tert-butyle; Hydroperoxide De Tert-Butyle; T-Butyl Hydroperoxde; Hydroperoxde, 1,1-Dmethylethyl; Tert-Butyl Hydroperoxide; Tert Butylhydroperoxide; Tert Butylhydroperoxde; Hydroperoxide De Tert-Butyle; Hydroperoxide De Tert Butyle; Hydro peroxide De Tert-Butyl; Hydro Peroxit De Tert-Butyle; Hydroperoksit De Tert-Butyle; tert-butylhydroperoxide; tert-butylhydroperoxde; hydroperoxide de tert-butyle; tbhp; hydroperoxide de tert-butyle (solution aqueuse a 70 %);tert-butyl hydroperoxide (70 % aqueous solution);1,1-dimethylethylhydroxiperoxide;2-hydroperoxy-2-methylpropane;1,1-dimethylethyl hydroperoxide;bhp;cadox tbh;hydroperoxide, 1,1-dimethylethyl;hydroperoxide, 1,1-dimethylethyl-;hydroperoxde, tert-butyl;Hydroperoxide de tert-butyle;hydroperoxide de butyle tertare (french);perbutyl h;t-butylhydroperoxide;tbhp-70;terc butylhydroperoxd (czech);terc. butylhydroperoxid;tert-butylhydroperoxide;trigonox a-75;trgonox a-75 (czech); tert-butyl hydroperoxide, tbhp, t-butyl hydroperoxide, tert-butylhydroperoxide, perbutyl h, t-butylhydroperoxide, cadox tbh, hydroperoxide, 1,1-dimethylethyl, 1,1-dimethylethyl hydroperoxide, terc. butylhydroperoxid; Hydroperoxide de tert-butyle; hydroperoxide de tert-butyle; t-butyl hydroperoxde; hydroperoxde, 1,1-dmethylethyl; tert-butyl hydroperoxide; tert butylhydroperoxide; tert butylhydroperoxde; hydroperoxide de tert-butyle; hydroperoxide de tert butyle; hydro peroxide de tert-butyl; hydro peroxit de tert-butyle; hydroperoksit de tert-butyle; hidroperoksit de tert-butyle; hydroperoxide de butyle tertiaire; TERT BÜTL HDROPEROKST
Tert Butyl Hydroperoxide
Tert butyl hydroperoxide
Illustrative image of tert butyl hydroperoxide article
ID
IUPAC name 1,1-dimethylethyl peroxide
Synonyms
tert-butylhydroperoxide
TBHP
2-hydroperoxy-2-methylpropane
1,1-dimethylethylhydroperoxide
Tert butyl hydroperoxide CAS #: 75-91-2
Tert butyl hydroperoxide ECHA number: 100,000,833
PubChem Tert butyl hydroperoxide: 6410
Appearance of tert butyl hydroperoxide: colorless liquid with pungent odor
Chemical properties of tert butyl hydroperoxide:
Molecular formula of tert butyl hydroperoxide: C4H10O2 [Isomers]
Molar tert-butyl hydroperoxide mass: 2 90.121 ± 0.0045 g / mol
C 53.31%, H 11.18%, O 35.51%,
PKa 12.8 at 20 ° C1
Physical properties of tert butyl hydroperoxide:
T ° melting of tert butyl hydroperoxide: -8 ° C3
T ° boiling of tert butyl hydroperoxide: 75 ° C (decomposition) 3
Solubility of tert butyl hydroperoxide: 130-150 g l-1 (water, 20 ° C) 3
Tert butyl hydroperoxide density: 0.896 gcm-3 at 20 ° C3
Flash point of tert butyl hydroperoxide: 26 ° C3
Tert butyl hydroperoxide thermochemistry:
ΔfH0gas -234.9 kJ mol-14
ΔfH0liquid -294 kJ mol-14
ΔvapH ° 46.568 kJ mol-1 at -120.15 ° C4
PCI -2 710 kJ mol-14
Measures
NFPA 7045
NFPA 704 symbol.
444OX
Directive 67/548 / EEC3
Caustic
CComburant
Dangerous for the environment
NOT
[+]
R phrases: 2, 7, 20/21/22, 34, 43, 51/53,
S-phrases: 3/7, 14, 26, 36/37/39, 45, 61,
Transport3
539
3109
[+]
Ecotoxicology of tert butyl hydroperoxide:
LD50 320 mg kg-1 (mouse, oral)
246 mg kg-1 (mouse, i.p.)
370 mg kg-1 (rat, oral)
87 mg kg-1 (rat, i.p.)
790 mg kg-1 (rat, skin) 1
LC50 500 ppm (rat, 4 hours)
350 ppm (mouse, 4 hours) 1
SI and CNTP units unless otherwise specified.
Change Consult model documentation
Tert-Butyl hydroperoxide is a hydroperoxide of structural formula (CH3) 3C-OOH. It is mainly used as a source of radicals for polymerizations and epoxidation reactions, especially Sharpless epoxidation.
Tert butyl hydroperoxide synthesis:
Several synthetic ways are possible6:
reaction of hydrogen peroxide and isobutylene or tert-butanol in the presence of sulfuric acid;
The reaction between tert-butanol and peroxysulfuric acid. However, the second reaction is dangerous because an explosive intermediate product is produced;
Auto-oxidation of isobutylene with oxygen.
Tert-butyl hydroperoxide is an alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in various oxidation processes. It has an antibacterial and oxidizing agent role.
ChEBI
Colorless liquid with an aqueous odor. It floats in water and dissolves slowly. (USCG, 1999)
CAMEO chemicals
Colorless liquid with an aqueous odor. Floats and mixes gently with water
Chemical family
Organic peroxide
Usage and emission sources 1 2
Tert butyl hydroperoxide, in particular:
as catalyst in polymerization reactions
in some epoxidation reactions, for example for propylene oxide production
In the workplace, exposure to tert butyl hydroperoxide can occur through contact with vapors or liquid.
Exposure to vapors:
Tert butyl hydroperoxide is odorless. Using only one measuring instrument makes it possible to identify the product and measure its concentration.
Liquid exposure:
Tert butyl hydroperoxide: evaporates relatively slowly as it is not very volatile (62 mm Hg vapor pressure at 45 ° C compared to water).
In contact with the liquid it will irritate, corrode and be absorbed by the skin (percutaneous). Due to its low solubility in aqueous media, abundant water rinsing may allow product removal. Use of soap may be necessary for effective cleaning.
Physical properties
Physical state of tert butyl hydroperoxide: Liquid
Molecular mass of tert butyl hydroperoxide: 90.12
Tert butyl hydroperoxide density: 0.896 g / ml at 20 ° C
Solubility of tert butyl hydroperoxide in water: sparingly soluble
Melting point of tert butyl hydroperoxide: -8 ° C
Boiling point of Tert Butyl hydroperoxide: decomposes at 75 ° C
Vapor pressure of Tert Butyl hydroperoxide: 62 mm Hg at 45 ° C
Safety and treatment
product id
Tert butyl hydroperoxide, 70% solution in water
Signal word
Dangers
respiratory stabilizer Category 1
Skin corrosion / irritation Category 1B
Hazard statement of tert butyl hydroperoxide
H317-May cause an allergic skin reaction.
H318-Causes serious eye damage.
H314-May cause severe skin burns and eye damage.
Physical Hazards
Tert Butyl Hydroperoxide is a highly reactive product. The three types of significant physical hazards are flammability, thermal and decomposition due to contamination (see Section 2 for toxicity hazards). To minimize these hazards, avoid exposure to heat, fire or any condition that will concentrate the liquid material. Store away from heat, sparks, open flames, foreign contaminants, combustibles and reducing agents. Inspect containers frequently to identify bulges or leaks.
Tert Butyl Hydroperoxide is highly combustible with a flash point of 38°C (100°F).Once ignited, the material burns with a flare-burning effect. During combustion, thermal decomposition may occur as well. As a peroxide, Tert Butyl Hydroperoxide vapors can burn in the absence of oxygen.Determination of flammability limits are affected by temperature, pressure, the volume of sample tested and type of ignition source. The lower flammability limit of T-Hydro solution vapors in air is 5.75 vol% TBHP at 80°C (176°F). The upper flammability limit is 100 vol% TBHP.Because TBHP is capable of decomposing at elevated temperatures with the generation of oxygen, the flammability limits in nitrogen were also measured under the above conditions. The lower flammability limit in pure nitrogen is 42.8 mol% and the upper limit is 100%. The lower flammability limit will decrease as decomposition occurs and oxygen is generated, depending on temperature and time. Similarly, the flash point of Tert Butyl Hydroperoxide in pure nitrogen is 74°C (165°F) and will decrease as decomposition occurs.
Compared with most other hydroperoxides, Tert Butyl Hydroperoxide has high thermal stability. The material is stable at temperatures below approximately 38°C (100°F), and unadulterated material may keep for several months without a significant loss of activity. However, at increased temperatures T-Hydro solution will deflagrate1 rather than detonate with a concurrent generation of oxygen, highly flammable isobutylene and incomplete combustion products such as carbon monoxide. The thermal decomposition rate and half-life of TBHP will change dramatically depending upon specific conditions. Surface-tovolume effects as well as container material and trace contamination may change rate and temperature relationships for decomposition.
Tert Butyl Hydroperoxide provides a readily available and convenient source of active oxygen suitable for diverse oxidation technologies. Lyondell’s epoxidation of propylene to propylene oxide accounts for the largest commercial application for TBHP. Producers of initiators use T-Hydro solution to synthesize many perester, dialkyl peroxide and perketal derivatives.The product itself serves as a free radical initiator for polymerizations, copolymerizations, graft polymerizations and curing of polymers. Tert Butyl Hydroperoxide offers advantages of versatility, regioselectivity, stereoselectivity, chemoselectivity and reactivity control with catalyst choice, mild reaction conditions and bulk availability. Tert Butyl Hydroperoxide finds use in preparing specialty chemicals required by fine chemical and performance chemical industries such as pharmaceuticals and agrochemicals. TBHP can selectively oxidize hydrocarbons, olefins and alcohols. Asymmetric epoxidation and kinetic resolution with TBHP can provide access to complex chiral intermediates. Tert Butyl Hydroperoxide provides a readily available and convenient source of active oxygen suitable for diverse oxidation technologies. Lyondell’s epoxidation of propylene to propylene oxide accounts for the largest commercial application for TBHP. Producers of initiators use T-Hydro solution to synthesize many perester, dialkyl peroxide and perketal derivatives.The product itself serves as a free radical initiator for polymerizations, copolymerizations, graft polymerizations and curing of polymers. Tert Butyl Hydroperoxide offers advantages of versatility, regioselectivity,stereoselectivity, chemoselectivity and reactivity control with catalyst choice, mild reaction conditions and bulk availability.Tert Butyl Hydroperoxide finds use in preparing specialty chemicals required by fine chemical and performance chemical industries such as pharmaceuticals and agrochemicals. TBHP can selectively oxidize hydrocarbons, olefins and alcohols. Asymmetric epoxidation and kinetic resolution with TBHP can provide access to complex chiral intermediates.
Thermal Hazards
Compared to other hydroperoxides, Tert butyl hydroperoxide has high thermal stability. The material is stable at temperatures below about 38 ° C (100 ° F) and undoped material can last for several months without significant loss of activity. However, at increasing temperatures, T-Hydro solution deflagrates instead of detonating simultaneously, producing incomplete combustion products such as oxygen, highly flammable isobutylene and carbon monoxide. The decomposition rate and half-life of thermal TBHP will vary significantly depending on specific conditions. Surface-tovolume can change the ratio and temperature relationships for container material and impacts, as well as trace contamination.
Tert butyl hydroperoxide
Tert butyl hydroperoxide
Illustrative image of tert butyl hydroperoxide article
ID
IUPAC name 1,1-dimethylethyl peroxide
Synonyms
tert-butylhydroperoxide
TBHP
2-hydroperoxy-2-methylpropane
1,1-dimethylethylhydroperoxide
Tert butyl hydroperoxide CAS #: 75-91-2
Tert butyl hydroperoxide ECHA number: 100,000,833
PubChem Tert butyl hydroperoxide: 6410
Appearance of tert butyl hydroperoxide: colorless liquid with pungent odor
Chemical properties of tert butyl hydroperoxide:
Molecular formula of tert butyl hydroperoxide: C4H10O2 [Isomers]
Molar tert-butyl hydroperoxide mass: 2 90.121 ± 0.0045 g / mol
C 53.31%, H 11.18%, O 35.51%,
PKa 12.8 at 20 ° C1
Physical properties of tert butyl hydroperoxide:
T ° melting of tert butyl hydroperoxide: -8 ° C3
T ° boiling of tert butyl hydroperoxide: 75 ° C (decomposition) 3
Solubility of tert butyl hydroperoxide: 130-150 g l-1 (water, 20 ° C) 3
Tert butyl hydroperoxide density: 0.896 gcm-3 at 20 ° C3
Flash point of tert butyl hydroperoxide: 26 ° C3
Tert butyl hydroperoxide thermochemistry:
ΔfH0gas -234.9 kJ mol-14
ΔfH0liquid -294 kJ mol-14
ΔvapH ° 46.568 kJ mol-1 at -120.15 ° C4
PCI -2 710 kJ mol-14
Measures
NFPA 7045
NFPA 704 symbol.
444OX
Directive 67/548 / EEC3
Caustic
CComburant
Dangerous for the environment
NOT
[+]
R phrases: 2, 7, 20/21/22, 34, 43, 51/53,
S-phrases: 3/7, 14, 26, 36/37/39, 45, 61,
Transport3
539
3109
[+]
Ecotoxicology of tert butyl hydroperoxide:
LD50 320 mg kg-1 (mouse, oral)
246 mg kg-1 (mouse, i.p.)
370 mg kg-1 (rat, oral)
87 mg kg-1 (rat, i.p.)
790 mg kg-1 (rat, skin) 1
LC50 500 ppm (rat, 4 hours)
350 ppm (mouse, 4 hours) 1
SI and CNTP units unless otherwise specified.
Change Consult model documentation
Tert-Butyl hydroperoxide is a hydroperoxide of structural formula (CH3) 3C-OOH. It is mainly used as a source of radicals for polymerizations and epoxidation reactions, especially Sharpless epoxidation.
Tert butyl hydroperoxide synthesis:
Several synthetic ways are possible6:
reaction of hydrogen peroxide and isobutylene or tert-butanol in the presence of sulfuric acid;
The reaction between tert-butanol and peroxysulfuric acid. However, the second reaction is dangerous because an explosive intermediate product is produced;
Auto-oxidation of isobutylene with oxygen.
Tert-butyl hydroperoxide is an alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in various oxidation processes. It has an antibacterial and oxidizing agent role.
ChEBI
Colorless liquid with an aqueous odor. It floats in water and dissolves slowly. (USCG, 1999)
CAMEO chemicals
Colorless liquid with an aqueous odor. Floats and mixes gently with water
Chemical family
Organic peroxide
Usage and emission sources 1 2
Tert butyl hydroperoxide, in particular:
as catalyst in polymerization reactions
in some epoxidation reactions, for example for propylene oxide production
In the workplace, exposure to tert butyl hydroperoxide can occur through contact with vapors or liquid.
Exposure to vapors:
Tert butyl hydroperoxide is odorless. Using only one measuring instrument makes it possible to identify the product and measure its concentration.
Liquid exposure:
Tert butyl hydroperoxide: evaporates relatively slowly as it is not very volatile (62 mm Hg vapor pressure at 45 ° C compared to water).
In contact with the liquid it will irritate, corrode and be absorbed by the skin (percutaneous). Due to its low solubility in aqueous media, abundant water rinsing may allow product removal. Use of soap may be necessary for effective cleaning.
Physical properties
Physical state of tert butyl hydroperoxide: Liquid
Molecular mass of tert butyl hydroperoxide: 90.12
Tert butyl hydroperoxide density: 0.896 g / ml at 20 ° C
Solubility of tert butyl hydroperoxide in water: sparingly soluble
Melting point of tert butyl hydroperoxide: -8 ° C
Boiling point of Tert Butyl hydroperoxide: decomposes at 75 ° C
Vapor pressure of Tert Butyl hydroperoxide: 62 mm Hg at 45 ° C
Safety and treatment
product id
Tert butyl hydroperoxide, 70% solution in water
Signal word
Dangers
respiratory stabilizer Category 1
Skin corrosion / irritation Category 1B
Hazard statement of tert butyl hydroperoxide
H317-May cause an allergic skin reaction.
H318-Causes serious eye damage.
H314-May cause severe skin burns and eye damage.
Physical Hazards
Tert Butyl Hydroperoxide is a highly reactive product. The three types of significant physical hazards are flammability, thermal and decomposition due to contamination (see Section 2 for toxicity hazards). To minimize these hazards, avoid exposure to heat, fire or any condition that will concentrate the liquid material. Store away from heat, sparks, open flames, foreign contaminants, combustibles and reducing agents. Inspect containers frequently to identify bulges or leaks.
Flammability Hazards
Tert Butyl Hydroperoxide is highly combustible with a flash point of 38°C (100°F).Once ignited, the material burns with a flare-burning effect. During combustion, thermal decomposition may occur as well. As a peroxide, Tert Butyl Hydroperoxide vapors can burn in the absence of oxygen.Determination of flammability limits are affected by temperature, pressure, the volume of sample tested and type of ignition source. The lower flammability limit of T-Hydro solution vapors in air is 5.75 vol% TBHP at 80°C (176°F). The upper flammability limit is 100 vol% TBHP.Because TBHP is capable of decomposing at elevated temperatures with the generation of oxygen, the flammability limits in nitrogen were also measured under the above conditions. The lower flammability limit in pure nitrogen is 42.8 mol% and the upper limit is 100%. The lower flammability limit will decrease as decomposition occurs and oxygen is generated, depending on temperature and time. Similarly, the flash point of Tert Butyl Hydroperoxide in pure nitrogen is 74°C (165°F) and will decrease as decomposition occurs.
Thermal Hazards
Compared with most other hydroperoxides, Tert Butyl Hydroperoxide has high thermal stability. The material is stable at temperatures below approximately 38°C (100°F), and unadulterated material may keep for several months without a significant loss of activity. However, at increased temperatures T-Hydro solution will deflagrate1 rather than detonate with a concurrent generation of oxygen, highly flammable isobutylene and incomplete combustion products such as carbon monoxide. The thermal decomposition rate and half-life of TBHP will change dramatically depending upon specific conditions. Surface-tovolume effects as well as container material and trace contamination may change rate and temperature relationships for decomposition.
TERT BÜTL HDROPEROKST
Tert bütil hidroperoksit, çeitli oksidasyona uygun, kolayca bulunabilen ve uygun bir aktif oksijen kayna salar teknolojiler. Lyondell’in propilenin propilen okside epoksitlenmesi en büyük ticari TBHP için uygulama. nisiyatörler üreticileri, birçok perester, dialkil peroksiti sentezlemek için T-Hydro solüsyonu kullanrlar.Perketal türevleri. Ürünün kendisi polimerizasyonlar, kopolimerizasyonlar, greft için serbest radikal balatc görevi görür.Polimerizasyonlar ve polimerlerin kürlenmesi. Tert bütil hidroperoksit çok yönlülük, regioselectivity, stereoselectivity avantajlar sunuyor,katalizör seçimi, hafif reaksiyon koullar ve toplu kullanlabilirlik ile kemoselektivite ve reaktivite kontrolü.Tert bütil hidroperoksit, ince kimyasal ve performans kimya endüstrilerinin gerektirdii özel kimyasallarn hazrlanmasnda kullanlr.ilaç ve zirai ilaç olarak. TBHP, hidrokarbonlar, olefinleri ve alkolleri seçici olarak oksitleyebilir. Asimetrik TBHP ile epoksidasyon ve kinetik çözünürlük, karmak kiral ara maddelere eriim salayabilir. Tert bütil hidroperoksit bir salar Çeitli oksidasyon teknolojileri için uygun, aktif ve uygun oksijen kaynadr. Lyondell’in epoksidasyonu Propilenin propilen oksit için en büyük ticari uygulama TBHP için hesaplar. nisyatör üreticileri T kullanyor.Birçok solucan, dialkil peroksidi ve perketal türevleri sentezleyen hidro çözeltidir. Ürünün kendisi ücretsiz olarak hizmet vermektedir.Polimerizasyonlar, kopolimerizasyonlar, a polimerizasyonu ve polimerlerin kürlenmesi için radikal balatc.Tert bütil hidroperoksit çok yönlülük, regioselectivity, stereoselectivity, chemoselectivity ve reaktivite kontrol avantajlar sunuyor katalizör seçimi, hafif reaksiyon koullar ve toplu kullanlabilirlik ile. Tert bütil hidroperoksit, özel kimyasallarn hazrlanmasnda kullanlr.ilaç ve zirai kimyasallar gibi ince kimyasal ve performans kimyasal endüstrilerince gereklidir. TBHP olabilir Hidrokarbonlar, olefinleri ve alkolleri seçici olarak oksitler. TBHP ile asimetrik epoksidasyon ve kinetik çözünürlük Karmak kiral ara maddelere eriim salar.
Fiziksel riskler
Tert bütil hidroperoksit oldukça reaktif bir üründür. Üç tür önemli fiziksel tehlikeler yancdr, termal ve Kirlenme nedeniyle ayrma (toksisite tehlikeleri için Bölüm 2’ye baknz). Bu tehlikeleri en aza indirmek için, sya maruz kalmaktan kaçnn, sv malzemeyi younlatracak yangn veya herhangi bir durum. Isdan, kvlcmdan, açk alevden, yabancdan uzak tutunuz. Kirleticiler, yanc maddeler ve indirgeyici maddeler. Çkntlar veya szntlar tanmlamak için kaplar sk sk kontrol edin.
Yanma Tehlikesi
Tert bütil hidroperoksit bir parlama noktas 38 ° C (100 ° F) ile yancdr. Alevlenirse, malzeme parlama ile yanar. Yanma srasnda, termal ayrma da meydana gelebilir. Bir peroksit olarak, Tert bütil hidroperoksit buharlar yanabilir Oksijen yokluu. Yanclk limitlerinin belirlenmesi, scaklk, basnç ve test edilen örnek hacminden etkilenir.Ve ateleme kaynann türü. Havadaki T-Hydro çözelti buharlarnn düük tutuma snr,% 5,75 volt TBHP’dir. 80 ° C (176 ° F). Üst alevlenme limiti 100 vol% TBHP’dir. Çünkü TBHP yüksek scaklklarda ayrabilir. Oksijen üretimiyle, azottaki yanclk limitleri de yukardaki koullar altnda ölçülmütür. Alt Saf azotta yanma snr% 42,8 mol, üst snr ise% 100’dür. Düük yanmazlk snr scaklk ve zamana bal olarak ayrma meydana gelir ve oksijen oluur. Benzer ekilde, Tert bütil hidroperoksit’nin parlama noktas Saf azotta 74 ° C (165 ° F) ‘dir ve ayrma meydana geldikçe azalacaktr.
Termal Tehlikeler
Dier hidroperoksitler ile karlatrldnda Tert bütil hidroperoksit yüksek termal stabiliteye sahiptir. Malzeme scaklklarda kararldr yaklak 38 ° C (100 ° F) altnda ve katksz malzeme önemli bir kayp olmadan birkaç ay sürebilir aktivite. Bununla birlikte, artan scaklklarda T-Hydro çözeltisi, ezamanl olarak patlatlmak yerine deflagrate olur Oksijen, yüksek derecede yanc izobütilen ve karbon monoksit gibi tamamlanmam yanma ürünlerinin üretilmesi. Termal TBHP’nin ayrma oran ve yar ömrü, spesifik koullara bal olarak önemli ölçüde deiecektir. Yüzey-tovolume konteynr malzemesi ve iz kirliliinin yan sra etkiler, için oran ve scaklk ilikilerini deitirebilir.
Tert bütil hidroperoksit
Tert bütil hidroperoksit
Tert bütil hidroperoksit makalesinin açklayc görüntüsü
Kimlik
IUPAC ad 1,1-dimetiletil peroksit
E anlaml
tert-butilhidroperoksit
TBHP
2-hidroperoksi-2-metilpropan
1,1-dimetiletilhidroperoksit
Tert bütil hidroperoksit CAS #: 75-91-2
Tert bütil hidroperoksit ECHA numaras: 100.000.833
PubChem Tert bütil hidroperoksit: 6410
Tert bütil hidroperoksitin görünümü: keskin kokulu renksiz sv
Tert bütil hidroperoksit’n kimyasal özellikleri:
Tert bütil hidroperoksitin moleküler formülü: C4H10O2 [zomerler]
Molar tert-butil hidroperoksit kütlesi: 2 90.121 ± 0.0045 g / mol
C% 53.31, H% 11.18, O% 35.51,
20 ° C1’de pKa 12,8
Tert bütil hidroperoksitin fiziksel özellikleri:
Tert bütil hidroperoksitin T ° erimesi: -8 ° C3
Tert bütil hidroperoksitin T ° kaynamas: 75 ° C (ayrma) 3
Tert bütil hidroperoksitin çözünürlüü: 130-150 g l-1 (su, 20 ° C) 3
Tert bütil hidroperoksit younluu: 20 ° C3’te 0.896 gcm-3
Tert bütil hidroperoksitin parlama noktas: 26 ° C3
Tert bütil hidroperoksit termokimyas:
ΔfH0gas -234.9 kJ mol-14
ΔfH0liquid -294 kJ mol-14
ΔvapH ° 46.568 kJ mol-1, -120.15 ° C4’te
PCI -2 710 kJ mol-14
Önlemler
NFPA 7045
NFPA 704 sembolü.
444OX
67/548 / EEC3 sayl Direktif
Andrc
CComburant
Çevre için tehlikeli
DEL
[+]
R cümleleri: 2, 7, 20/21/22, 34, 43, 51/53,
S-ibareleri: 3/7, 14, 26, 36/37/39, 45, 61,
Tama3
539
3109
[+]
Tert bütil hidroperoksitin ekotoksikolojisi:
LD50 320 mg kg-1 (fare, azdan)
246 mg kg-1 (fare, i.p.)
370 mg kg-1 (sçan, azdan)
87 mg kg-1 (sçan, i.p.)
790 mg kg-1 (sçan, deri) 1
LC50 500 ppm (sçan, 4 saat)
350 ppm (fare, 4 saat) 1
Aksi belirtilmedikçe SI ve CNTP birimleri.
deitir Model belgelerine bavurun
Tert-Butil hidroperoksit, yapsal formül (CH3) 3C-OOH’nin bir hidroperoksitidir. Esas olarak polimerizasyonlar ve epoksidasyon reaksiyonlar için, özellikle Sharpless epoksidasyon için bir radikal kayna olarak kullanlr.
Tert bütil hidroperoksit sentezi:
Birkaç sentetik yol mümkündür6:
sülfürik asit varlnda hidrojen peroksit ve izobutilen veya tert-butanolün reaksiyonu;
tert-butanol ve peroksisülfürik asit arasndaki reaksiyon. Ancak ikinci reaksiyon tehlikelidir çünkü patlayc bir ara ürün üretilir;
izobutilenin oksijen ile oto-oksidasyonu.
Tert bütil hidroperoksit, alkil grubunun tert-butil olduu bir alkil hidroperoksittir. Çeitli oksidasyon ilemlerinde yaygn olarak kullanlmaktadr. Antibakteriyel ve oksitleyici ajan rolü vardr.
ChEBI
Sulu kokusuz renksiz sv. Suda yüzer ve yavaça çözünür. (USCG, 1999)
CAMEO kimyasallar
Sulu kokusuz renksiz sv. Yüzer ve suyla yavaça karr
Kimyasal aile
Organik peroksit
Kullanm ve emisyon kaynaklar 1 2
Tert bütil hidroperoksit, özellikle:
polimerizasyon reaksiyonlarnda katalizör olarak
baz epoksidasyon reaksiyonlarnda, örnein propilen oksit üretimi için
yerinde, Tert bütil hidroperoksite maruz kalma, buharlar veya svyla temas yoluyla meydana gelebilir.
Buharlara maruz kalma:
Tert bütil hidroperoksit kokusuzdur. Yalnzca bir ölçüm cihaznn kullanlmas, ürünün tanmlanmasn ve konsantrasyonunun ölçülmesini mümkün klar.
Sv maruziyeti:
Tert bütil hidroperoksit: çok uçucu olmad için nispeten yava buharlar (45 ° C’de 62 mm Hg buhar basnc, suya kyasla).
Sv ile temas ederse tahri eder, andrr ve cilt tarafndan emilir (perkütan). Sulu ortamdaki düük çözünürlüü nedeniyle, bol su ile durulama, ürünün çkarlmasna izin verebilir. Etkili temizlik için sabun kullanm gerekli olabilir.
Fiziksel özellikler
Tert bütil hidroperoksitin fiziksel durumu: Sv
Tert bütil hidroperoksit moleküler kütlesi: 90.12
Tert bütil hidroperoksit younluu: 20 ° C’de 0.896 g / ml
Tert bütil hidroperoksitin suda çözünürlüü: dareli çözünür
Tert bütil hidroperoksitin erime noktas: -8 ° C
Tert Butil hidroperoksitin kaynama noktas: 75 ° C’de bozunur
Tert Bütil hidroperoksitin buhar basnc: 45 ° C’de 62 mm Hg
Güvenlik ve tedavi
ürün kimlii
Tert bütil hidroperoksit, suda% 70 çözelti
Sinyal kelime
Tehlikeler
solunum ibilizörü Kategori 1
Cilt anmas / tahrii Kategori 1B
Tert bütil hidroperoksit’n tehlike beyan
H317-Alerjik cilt reaksiyonuna neden olabilir.
H318-Ciddi göz hasarna neden olur.
H314-Ciddi cilt yanklarna ve göz hasarna neden olur.
H330-Solunmas halinde öldürücüdür.
H341-Genetik kusurlara neden olduundan üpheleniliyor.
H411-Sucul ortamda uzun süre kalc, toksik etki.
H311-Cilt ile temasnda toksiktir.
H302-Yutulmas halinde zararldr.
H242-Istldnda tutuabilir.
H226-Alevlenir sv ve buhar.
Tert bütil hidroperoksit, çeitli oksidasyona uygun, kolayca bulunabilen ve uygun bir aktif oksijen kayna salar teknolojiler. Lyondell’in propilenin propilen okside epoksitlenmesi en büyük ticari TBHP için uygulama. nisiyatörler üreticileri, birçok perester, dialkil peroksiti sentezlemek için T-Hydro solüsyonu kullanrlar.Perketal türevleri. Ürünün kendisi polimerizasyonlar, kopolimerizasyonlar, greft için serbest radikal balatc görevi görür.Polimerizasyonlar ve polimerlerin kürlenmesi. Tert bütil hidroperoksit çok yönlülük, regioselectivity, stereoselectivity avantajlar sunuyor,katalizör seçimi, hafif reaksiyon koullar ve toplu kullanlabilirlik ile kemoselektivite ve reaktivite kontrolü.Tert bütil hidroperoksit, ince kimyasal ve performans kimya endüstrilerinin gerektirdii özel kimyasallarn hazrlanmasnda kullanlr.ilaç ve zirai ilaç olarak. TBHP, hidrokarbonlar, olefinleri ve alkolleri seçici olarak oksitleyebilir. Asimetrik TBHP ile epoksidasyon ve kinetik çözünürlük, karmak kiral ara maddelere eriim salayabilir. Tert bütil hidroperoksit bir salar Çeitli oksidasyon teknolojileri için uygun, aktif ve uygun oksijen kaynadr. Lyondell’in epoksidasyonu Propilenin propilen oksit için en büyük ticari uygulama TBHP için hesaplar. nisyatör üreticileri T kullanyor.Birçok solucan, dialkil peroksidi ve perketal türevleri sentezleyen hidro çözeltidir. Ürünün kendisi ücretsiz olarak hizmet vermektedir.Polimerizasyonlar, kopolimerizasyonlar, a polimerizasyonu ve polimerlerin kürlenmesi için radikal balatc.Tert bütil hidroperoksit çok yönlülük, regioselectivity, stereoselectivity, chemoselectivity ve reaktivite kontrol avantajlar sunuyor katalizör seçimi, hafif reaksiyon koullar ve toplu kullanlabilirlik ile. Tert bütil hidroperoksit, özel kimyasallarn hazrlanmasnda kullanlr.ilaç ve zirai kimyasallar gibi ince kimyasal ve performans kimyasal endüstrilerince gereklidir. TBHP olabilir Hidrokarbonlar, olefinleri ve alkolleri seçici olarak oksitler. TBHP ile asimetrik epoksidasyon ve kinetik çözünürlük Karmak kiral ara maddelere eriim salar.
Fiziksel riskler
Tert bütil hidroperoksit oldukça reaktif bir üründür. Üç tür önemli fiziksel tehlikeler yancdr, termal ve Kirlenme nedeniyle ayrma (toksisite tehlikeleri için Bölüm 2’ye baknz). Bu tehlikeleri en aza indirmek için, sya maruz kalmaktan kaçnn, sv malzemeyi younlatracak yangn veya herhangi bir durum. Isdan, kvlcmdan, açk alevden, yabancdan uzak tutunuz. Kirleticiler, yanc maddeler ve indirgeyici maddeler. Çkntlar veya szntlar tanmlamak için kaplar sk sk kontrol edin.
Yanma Tehlikesi
Tert bütil hidroperoksit bir parlama noktas 38 ° C (100 ° F) ile yancdr. Alevlenirse, malzeme parlama ile yanar. Yanma srasnda, termal ayrma da meydana gelebilir. Bir peroksit olarak, Tert bütil hidroperoksit buharlar yanabilir Oksijen yokluu. Yanclk limitlerinin belirlenmesi, scaklk, basnç ve test edilen örnek hacminden etkilenir.Ve ateleme kaynann türü. Havadaki T-Hydro çözelti buharlarnn düük tutuma snr,% 5,75 volt TBHP’dir. 80 ° C (176 ° F). Üst alevlenme limiti 100 vol% TBHP’dir. Çünkü TBHP yüksek scaklklarda ayrabilir. Oksijen üretimiyle, azottaki yanclk limitleri de yukardaki koullar altnda ölçülmütür. Alt Saf azotta yanma snr% 42,8 mol, üst snr ise% 100’dür. Düük yanmazlk snr scaklk ve zamana bal olarak ayrma meydana gelir ve oksijen oluur. Benzer ekilde, Tert bütil hidroperoksit’nin parlama noktas Saf azotta 74 ° C (165 ° F) ‘dir ve ayrma meydana geldikçe azalacaktr.
Tert-butil hidroperoksit, alkil grubunun tert-butil olduu bir alkil hidroperoksittir. Çeitli oksidasyon ilemlerinde yaygn olarak kullanlmaktadr. Antibakteriyel ve oksitleyici ajan rolü vardr.
ChEBI
Sulu kokusuz renksiz sv. Suda yüzer ve yavaça çözünür. (USCG, 1999)
CAMEO kimyasallar
Sulu kokusuz renksiz sv. Yüzer ve suyla yavaça karr
Kimyasal aile
Organik peroksit
Kullanm ve emisyon kaynaklar 1 2
Tert bütil hidroperoksit, özellikle:
polimerizasyon reaksiyonlarnda katalizör olarak
baz epoksidasyon reaksiyonlarnda, örnein propilen oksit üretimi için
yerinde, Tert bütil hidroperoksite maruz kalma, buharlar veya svyla temas yoluyla meydana gelebilir.
Buharlara maruz kalma:
Tert bütil hidroperoksit kokusuzdur. Yalnzca bir ölçüm cihaznn kullanlmas, ürünün tanmlanmasn ve konsantrasyonunun ölçülmesini mümkün klar.
Sv maruziyeti:
Tert bütil hidroperoksit: çok uçucu olmad için nispeten yava buharlar (45 ° C’de 62 mm Hg buhar basnc, suya kyasla).
Sv ile temas ederse tahri eder, andrr ve cilt tarafndan emilir (perkütan). Sulu ortamdaki düük çözünürlüü nedeniyle, bol su ile durulama, ürünün çkarlmasna izin verebilir. Etkili temizlik için sabun kullanm gerekli olabilir.
Fiziksel özellikler
Tert bütil hidroperoksitin fiziksel durumu: Sv
Tert bütil hidroperoksit moleküler kütlesi: 90.12
Tert bütil hidroperoksit younluu: 20 ° C’de 0.896 g / ml
Tert bütil hidroperoksitin suda çözünürlüü: dareli çözünür
Tert bütil hidroperoksitin erime noktas: -8 ° C
Tert Butil hidroperoksitin kaynama noktas: 75 ° C’de bozunur
Tert Bütil hidroperoksitin buhar basnc: 45 ° C’de 62 mm Hg
Termal Tehlikeler
Dier hidroperoksitler ile karlatrldnda Tert bütil hidroperoksit yüksek termal stabiliteye sahiptir. Malzeme scaklklarda kararldr yaklak 38 ° C (100 ° F) altnda ve katksz malzeme önemli bir kayp olmadan birkaç ay sürebilir aktivite. Bununla birlikte, artan scaklklarda T-Hydro çözeltisi, ezamanl olarak patlatlmak yerine deflagrate olur Oksijen, yüksek derecede yanc izobütilen ve karbon monoksit gibi tamamlanmam yanma ürünlerinin üretilmesi. Termal TBHP’nin ayrma oran ve yar ömrü, spesifik koullara bal olarak önemli ölçüde deiecektir. Yüzey-tovolume konteynr malzemesi ve iz kirliliinin yan sra etkiler, için oran ve scaklk ilikilerini deitirebilir.
Tert bütil hidroperoksit
Tert bütil hidroperoksit
Tert bütil hidroperoksit makalesinin açklayc görüntüsü
Kimlik
IUPAC ad 1,1-dimetiletil peroksit
E anlaml
tert-butilhidroperoksit
TBHP
2-hidroperoksi-2-metilpropan
1,1-dimetiletilhidroperoksit
Tert bütil hidroperoksit CAS #: 75-91-2
Tert bütil hidroperoksit ECHA numaras: 100.000.833
PubChem Tert bütil hidroperoksit: 6410
Tert bütil hidroperoksitin görünümü: keskin kokulu renksiz sv
Tert bütil hidroperoksit’n kimyasal özellikleri:
Tert bütil hidroperoksitin moleküler formülü: C4H10O2 [zomerler]
Molar tert-butil hidroperoksit kütlesi: 2 90.121 ± 0.0045 g / mol
C% 53.31, H% 11.18, O% 35.51,
20 ° C1’de pKa 12,8
Tert bütil hidroperoksitin fiziksel özellikleri:
Tert bütil hidroperoksitin T ° erimesi: -8 ° C3
Tert bütil hidroperoksitin T ° kaynamas: 75 ° C (ayrma) 3
Tert bütil hidroperoksitin çözünürlüü: 130-150 g l-1 (su, 20 ° C) 3
Tert bütil hidroperoksit younluu: 20 ° C3’te 0.896 gcm-3
Tert bütil hidroperoksitin parlama noktas: 26 ° C3
Tert bütil hidroperoksit termokimyas:
ΔfH0gas -234.9 kJ mol-14
ΔfH0liquid -294 kJ mol-14
ΔvapH ° 46.568 kJ mol-1, -120.15 ° C4’te
PCI -2 710 kJ mol-14
Önlemler
NFPA 7045
NFPA 704 sembolü.
444OX
67/548 / EEC3 sayl Direktif
Andrc
CComburant
Çevre için tehlikeli
DEL
[+]
R cümleleri: 2, 7, 20/21/22, 34, 43, 51/53,
S-ibareleri: 3/7, 14, 26, 36/37/39, 45, 61,
Tama3
539
3109
[+]
Tert bütil hidroperoksitin ekotoksikolojisi:
LD50 320 mg kg-1 (fare, azdan)
246 mg kg-1 (fare, i.p.)
370 mg kg-1 (sçan, azdan)
87 mg kg-1 (sçan, i.p.)
790 mg kg-1 (sçan, deri) 1
LC50 500 ppm (sçan, 4 saat)
350 ppm (fare, 4 saat) 1
Aksi belirtilmedikçe SI ve CNTP birimleri.
deitir Model belgelerine bavurun
Tert-Butil hidroperoksit, yapsal formül (CH3) 3C-OOH’nin bir hidroperoksitidir. Esas olarak polimerizasyonlar ve epoksidasyon reaksiyonlar için, özellikle Sharpless epoksidasyon için bir radikal kayna olarak kullanlr.
Tert bütil hidroperoksit sentezi:
Birkaç sentetik yol mümkündür6:
sülfürik asit varlnda hidrojen peroksit ve izobutilen veya tert-butanolün reaksiyonu;
tert-butanol ve peroksisülfürik asit arasndaki reaksiyon. Ancak ikinci reaksiyon tehlikelidir çünkü patlayc bir ara ürün üretilir;
izobutilenin oksijen ile oto-oksidasyonu.
TERT-BUTYLHYDROPEROXDE
Hydroperoxide de tert-butyle
Hydroperoxide de tert-butyle
Image illustrative de l’article Hydroperoxide de tert-butyle
Identification
Nom UICPA peroxide de 1,1-diméthyléthyle
Synonymes
tert-butylhydroperoxide
TBHP
2-hydroperoxy-2-méthylpropane
1,1-diméthyléthylhydroperoxide
No CAS du Hydroperoxide de tert-butyle: 75-91-2
No ECHA du Hydroperoxide de tert-butyle: 100.000.833
PubChem du Hydroperoxide de tert-butyle: 6410
SMILES
[Afficher]
InChI
[Afficher]
Apparence du Hydroperoxide de tert-butyle: liquide incolore avec une odeur âcre
Propriétés chimiques du Hydroperoxide de tert-butyle:
Formule brute du Hydroperoxide de tert-butyle: C4H10O2 [Isomères]
Masse molaire du Hydroperoxide de tert-butyle:2 90,121 ± 0,0045 g/mol
C 53,31 %, H 11,18 %, O 35,51 %,
pKa 12,8 à 20 °C1
Propriétés physiques du Hydroperoxide de tert-butyle:
T° fusion du Hydroperoxide de tert-butyle: -8 °C3
T° ébullition du Hydroperoxide de tert-butyle: 75 °C (décomposition)3
Solubilité du Hydroperoxide de tert-butyle: 130-150 g·l-1 (eau, 20 °C)3
Masse volumique du Hydroperoxide de tert-butyle: 0,896 g·cm-3 à 20 °C3
Point d’éclair du Hydroperoxide de tert-butyle: 26 °C3
Thermochimie du Hydroperoxide de tert-butyle:
ΔfH0gaz -234,9 kJ·mol-14
ΔfH0liquide -294 kJ·mol-14
ΔvapH° 46,568 kJ·mol-1 à -120,15 °C4
PCI -2 710 kJ·mol-14
Précautions
NFPA 7045
Symbole NFPA 704.
444OX
Directive 67/548/EEC3
Corrosif
CComburant
ODangereux pour l’environnement
N
[+]
Phrases R : 2, 7, 20/21/22, 34, 43, 51/53,
Phrases S : 3/7, 14, 26, 36/37/39, 45, 61,
Transport3
539
3109
[+]
Écotoxicologie du Hydroperoxide de tert-butyle:
DL50 320 mg·kg-1 (souris, oral)
246 mg·kg-1 (souris, i.p.)
370 mg·kg-1 (rat, oral)
87 mg·kg-1 (rat, i.p.)
790 mg·kg-1 (rat, peau)1
CL50 500 ppm (rat, 4 heures)
350 ppm (souris, 4 heures)1
Unités du SI et CNTP, sauf indication contraire.
modifier Consultez la documentation du modèle
L’hydroperoxide de tert-butyle est un hydroperoxide de formule semi-développée (CH3)3C-OOH. Il est surtout utilisé comme source de radicaux pour des polymérisations et pour des réactions d’époxydation, en particulier pour l’époxydation de Sharpless.
Synthèse du Hydroperoxide de tert-butyle:
Plusieurs voies de synthèse sont possibles6 :
réaction du peroxide d’hydrogène et de l’isobutylène ou du tert-butanol en présence d’acide sulfurique ;
réaction entre le tert-butanol et l’acide peroxysulfurique. Cette dernière réaction est toutefois dangereuse car un intermédiaire explosif est produit ;
auto-oxydation de l’isobutylène par l’oxygène.
L’hydroperoxide de tert-butyle est un hydroperoxide d’alkyle dans lequel le groupe alkyle est le tert-butyle. Il est largement utilisé dans une variété de processus d’oxydation. Il a un rôle d’agent antibactérien et d’oxydant.
ChEBI
Liquide incolore inodore aqueux. Flotte et se dissout lentement dans l’eau. (USCG, 1999)
Produits chimiques CAMEO
Liquide incolore inodore aqueux. Flotte et se mélange lentement avec de l’eau
Famille chimique
peroxide organique
Utilisation et sources d’émission 1 2
L’Hydroperoxide de tert-butyle est utilisé notamment :
en tant que catalyseur dans des réactions de polymérisation
dans certaines réactions d’époxydation, par exemple pour la production d’oxyde de propylène
En milieu de travail, l’exposition à l’Hydroperoxide de tert-butyle peut se faire par les vapeurs ou par contact avec le liquide.
Exposition aux vapeurs:
L’Hydroperoxide de tert-butyle est inodore. Seule l’utilisation d’un instrument de mesure permet d’identifier le produit et d’en quantifier la concentration.
Exposition au liquide:
Hydroperoxide de tert-butyle: s’évapore relativement lentement, car il est peu volatil (tension de vapeur de 62 mm de Hg à 45 °C, comparable à celle de l’eau).
En cas de contact avec le liquide, il est irritant, corrosif et absorbé par la peau (percutané). En raison de sa faible solubilité en milieu aqueux, un rinçage à l’eau abondant pourrait permettre l’élimination du produit. L’utilisation de savon peut être nécessaire pour un nettoyage efficace.
Propriétés physiques
État physique du Hydroperoxide de tert-butyle : Liquide
Masse moléculaire du Hydroperoxide de tert-butyle: 90,12
Densite du Hydroperoxide de tert-butyleé : 0,896 g/ml à 20 °C
Solubilité du Hydroperoxide de tert-butyle dans l’eau : Peu soluble
Point de fusion du Hydroperoxide de tert-butyle : -8 °C
Point d’ébullition du Hydroperoxide de tert-butyle : décomposition à 75 °C
Tension de vapeur du Hydroperoxide de tert-butyle : 62 mm de Hg à 45 °C
Sécurité et traitement
Identifiant produit
tert-Butyl hydroperoxide, 70% solution in water
Mention d’avertissement
Dangers
Catégorie de danger du Hydroperoxide de tert-butyle
Toxicité aiguë Catégorie 2
Toxicité aiguë Catégorie 3
Toxicité aiguë Catégorie 4
TOXICITÉ À LONG TERME POUR LE MILIEU AQUATIQUE Chronique 2
Lésion oculaire grave/irritation oculaire Catégorie 1
Liquide inflammable Catégorie 3
Mutagénicité des cellules germinales Catégorie 2
peroxide organique Type E et F
Sensibilisant respiratoire Catégorie 1
Corrosion cutanée/irritation cutanée Catégorie 1B
Mention de danger du Hydroperoxide de tert-butyle
H317-Peut provoquer une allergie cutanée.
H318-Provoque des lésions oculaires graves.
H314-Provoque des brûlures de la peau et des lésions oculaires graves.
H330-Mortel par inhalation.
H341-Susceptible d’induire des anomalies génétiques.
H411-Toxique pour les organismes aquatiques, entraîne des effets néfastes à long terme.
H311-Toxique par contact cutané.
H302-Nocif en cas d’ingestion.
H242-Peut s’enflammer sous l’effet de la chaleur.
H226-Liquide et vapeurs inflammables.
Conseils de prudence du Hydroperoxide de tert-butyle
P210-Tenir à l’écart de la chaleur, des surfaces chaudes, des étincelles, des flammes nues et de toute autre source d’inflammation. Ne pas fumer.
P220-Tenir/stocker à l’écart des vêtements/matières combustibles.
P280-Porter des gants de protection/des vêtements de protection/un équipement de protection des yeux/ du visage.
P301+P330+P331-EN CAS D’INGESTION: rincer la bouche. NE PAS faire vomir.
P303+P361+P353-EN CAS DE CONTACT AVEC LA PEAU (ou les cheveux): Enlever immédiatement tous les vêtements contaminés. Rincer la peau à l’eau/Se doucher.
P305+P351+P338-EN CAS DE CONTACT AVEC LES YEUX: rincer avec précaution à l’eau pendant plusieurs minutes. Enlever les lentilles de contact si la victime en porte et si elles peuvent être facilement enlevées. Continuer à rincer.
P310-Appeler immédiatement un CENTRE ANTIPOISON/un médecin/