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614-45-9

Basic Information
CAS No.: 614-45-9
Name: tert-Butyl peroxybenzoate
Article Data: 46
Molecular Structure:
Molecular Structure of 614-45-9 (tert-Butyl peroxybenzoate)
Formula: C11H14O3
Molecular Weight: 194.23
Synonyms: Perbutyl Z;Benzenecarboperoxoic acid, 1,1-dimethylethyl ester;Terc.butylperbenzoan;Kayabutyl B;Perbenzoic acid, tert-butyl ester;4-09-00-00715 (Beilstein Handbook Reference);Benzenecarboperoxoic acid,1,1-dimethylethyl ester;tert-Butyl peroxy benzoate;Tert butyl peroxybenzoute;terc.Butylester kyseliny peroxybenzoove [Czech];Novox;CP 02 (catalyst);Esperox 10;Luperox P;Peroxybenzoic acid, tert-butyl ester;Benzoyl tert-butyl peroxide;t-Butyl peroxy benzoate;Trigonox C;terc.Butylperbenzoan [Czech];tert-Butyl perbenzoate;tert-Butylperoxybenzoate;
EINECS: 210-382-2
Density: 1.059 g/cm3
Melting Point: 8 °C
Boiling Point: 282.4 °C at 760 mmHg
Flash Point: 109.7 °C
Solubility: Immiscible
Appearance: colourless or slightly yellow liquid
Hazard Symbols: OxidizingO, IrritantXi, ExplosiveE
Risk Codes: 7-38-2
Safety: 7-14-36/37/39-47-37-17
Transport Information: UN 3103 5.2
PSA: 35.53000
LogP: 2.57350
Synthetic route
98-88-4

benzoyl chloride

75-65-0

tert-butyl alcohol

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
Stage #1: tert-butyl alcohol With sodium hydroxide at 15 - 20℃; for 1h;
Stage #2: benzoyl chloride at 10 - 15℃; for 1.5h; Temperature;
98.3%
75-91-2

tert.-butylhydroperoxide

100-51-6

benzyl alcohol

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In water at 40℃; for 16h; Temperature; Solvent; Reagent/catalyst;98%
With potassium iodide In water at 40℃; for 0.0166667h; Flow reactor;82%
With oxygen; tetra-(n-butyl)ammonium iodide In decane; water at 20℃; for 16h; Inert atmosphere;81%
75-91-2

tert.-butylhydroperoxide

98-88-4

benzoyl chloride

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With sodium hydroxide In water at 11 - 12℃;95.3%
With sodium hydroxide In water at 11 - 12℃; Product distribution / selectivity; Industry scale;95.3%
With potassium hydroxide
75-91-2

tert.-butylhydroperoxide

100-52-7

benzaldehyde

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In water at 40℃; for 24h;84%
With potassium iodide In water at 40℃; for 0.0166667h; Flow reactor;84%
With tris(2,2'-bipyridyl)ruthenium dichloride In decane; acetonitrile at 20℃; for 36h; Molecular sieve; Irradiation; Inert atmosphere;62%
With tetrabutylammomium bromide In water at 40℃; Mechanism;10%
75-91-2

tert.-butylhydroperoxide

110-05-4

di-tert-butyl peroxide

100-52-7

benzaldehyde

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In water for 2h; Reagent/catalyst; Wavelength; Irradiation; Green chemistry;83%
75-91-2

tert.-butylhydroperoxide

108-88-3

toluene

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With potassium iodide In water at 40℃; for 0.0166667h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Flow reactor; Green chemistry;81%
75-91-2

tert.-butylhydroperoxide

140-29-4

phenylacetonitrile

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With copper diacetate In neat (no solvent) at 20℃; for 5h; Reagent/catalyst; Solvent; Green chemistry;80%
75-91-2

tert.-butylhydroperoxide

100-51-6

benzyl alcohol

A

614-45-9

tert-Butyl peroxybenzoate

B

65-85-0

benzoic acid

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In water; benzonitrile at 40℃; for 24h; Schlenk technique; Sealed tube;A 28%
B 57%
With C24H26ClN4Ru(1+)*CF3O3S(1-) In water at 20℃; for 3h; Reagent/catalyst;A 35%
B 53%
With 6Cl(1-)*2C41H34N7O2(2+)*Ru(2+)*2C48H48N32O16 In hexane at 50℃; for 5h;A 49 %Chromat.
B 49 %Chromat.
75-91-2

tert.-butylhydroperoxide

106-63-8

isobutyl acrylate

100-52-7

benzaldehyde

A

614-45-9

tert-Butyl peroxybenzoate

B

isobutyl 2-(tert-butylperoxy)-4-oxo-4-phenylbutanoate

C

65-85-0

benzoic acid

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere;A n/a
B 42%
C n/a
75-91-2

tert.-butylhydroperoxide

110-05-4

di-tert-butyl peroxide

100-51-6

benzyl alcohol

614-45-9

tert-Butyl peroxybenzoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In water for 2h; Irradiation; Green chemistry;31%
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Specification

The tert-Butyl perbenzoate is an organic compound with the formula C11H14O3. The IUPAC name of this chemical is tert-butyl benzenecarboperoxoate. With the CAS registry number 614-45-9, it is also named as 2-Methyl-2-propanyl benzenecarboperoxoate. The product's category is Organics. Besides, it is a colourless or slightly yellow liquid, which should be stored in a cool and ventilated place. It is used as the crosslinker of anaerobic initiator and rubber adhesive. This chemical can be also used as the curing initiator of unsaturated polyester resins, and the polymerization catalyst of high-pressure polyethylene, polystyrene and diallyl phthalate.

Physical properties about tert-Butyl perbenzoate are: (1)ACD/LogP: 2.941; (2)ACD/LogD (pH 5.5): 2.94; (3)ACD/LogD (pH 7.4): 2.94; (4)ACD/BCF (pH 5.5): 101.19; (5)ACD/BCF (pH 7.4): 101.19; (6)ACD/KOC (pH 5.5): 948.14; (7)ACD/KOC (pH 7.4): 948.14; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.497; (11)Molar Refractivity: 53.636 cm3; (12)Molar Volume: 183.257 cm3; (13)Polarizability: 21.263 10-24cm3; (14)Surface Tension: 35.1580009460449 dyne/cm; (15)Density: 1.06 g/cm3; (16)Flash Point: 109.735 °C ; (17)Enthalpy of Vaporization: 52.125 kJ/mol; (18)Boiling Point: 282.39 °C at 760 mmHg; (19)Vapour Pressure: 0.00300000002607703 mmHg at 25°C

Preparation of tert-Butyl perbenzoate : This chemical can be prepared by Sodium hydroxide and Tert-butyl peroxide. This reaction will need reagent Chloride.




Uses of tert-Butyl perbenzoate: it can be used to produce 3-benzoyloxy-cyclohex-1-ene at temperature of 80 °C. It will need catalyst Cu-Na-HSZ-320 zeolite with reaction time of 22 hours. The yield is about 70%.

When you are using this chemical, please be cautious about it as the following:
It is risk of explosion by shock, friction, fire or other sources of ignition and may cause fire. Please keep away from combustible material and keep container tightly closed. Besides, this chemical is irritating to skin.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C11H14O3/c1-11(2,3)14-13-10(12)9-7-5-4-6-8-9/h4-8H,1-3H3;
(2)InChIKey=GJBRNHKUVLOCEB-UHFFFAOYSA-N;
(3)Smilesc1(C(OOC(C)(C)C)=O)ccccc1The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC inhalation > 57mg/m3/4H (57mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 55, 1968.
mouse LD50 oral 914mg/kg (914mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

GASTROINTESTINAL: NECROTIC GHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 55, 1968.
rat LC inhalation > 57mg/m3/4H (57mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 55, 1968.
rat LD50 oral 1012mg/kg (1012mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 30, 1982.

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