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Di-tert-butyl peroxide

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Name

Di-tert-butyl peroxide

EINECS 203-733-6
CAS No. 110-05-4 Density 0.796 g/cm3
PSA 18.46000 LogP 2.53160
Solubility immiscible with water Melting Point -30 °C
Formula C8H18O2 Boiling Point 111 °C at 760 mmHg
Molecular Weight 146.23 Flash Point 29.7 °C
Transport Information UN 3107 Appearance colourless liquid
Safety 14-16-3/7-36/37/39-14A Risk Codes 7-11
Molecular Structure Molecular Structure of 110-05-4 (Di-tert-butyl peroxide) Hazard Symbols OxidizingO,FlammableF
Synonyms

tert-Butyl peroxide;Bis(tert-butyl) peroxide;Perossido di butile terziario;Peroxyde de butyle tertiaire;Cadox;Peroximon DB;Cadox TBP;Trigonox B;Di-tert-butylperoxid;Peroxide, bis (1, 1-dimethylethyl);Di tert butyl peroxide;Di-tert-butyl peroxyde;2-methyl-2-tert-butylperoxy-propane;Di-tert-Butyl hydroperoxide;Peroxide,bis(1,1-dimethylethyl);DTBP;Ditert-butyl Peroxide;Di-(tert.butyl)-peroxide;tert-Butylperoxide;sell: Di-tert-butyl peroxide;Initiating agent A;Di-tertbutylperoxide;Initiator C DTBP;

Article Data 64

Di-tert-butyl peroxide Synthetic route

75-64-9

tert-butylamine

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
Stage #1: tert-butylamine With potassium sulfate; aluminum isopropoxide at 10℃; for 2h;
Stage #2: With nickel(II) fluoride for 4h; Temperature; Concentration;
98.2%
75-65-0

tert-butyl alcohol

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 35 - 45℃; for 2h;96%
With dihydrogen peroxide In Petroleum ether at 70 - 80℃; for 4h; Reagent/catalyst; Temperature;95.3%
With sulfuric acid; dihydrogen peroxide at 29 - 39℃; for 2h; Cooling;
With dihydrogen peroxide at 60℃; Temperature; Large scale;
75-91-2

tert.-butylhydroperoxide

32133-82-7

Martins sulfurane

A

110-05-4

di-tert-butyl peroxide

B

139-66-2

diphenyl sulfide

C

945-51-7

1,1'-sulfinylbisbenzene

D

127-63-9

diphenyl sulphone

E

718-64-9

1,1,1,3,3,3-hexafluoro-2-phenylisopropyl alcohol

F

115-11-7

isobutene

Conditions
ConditionsYield
With 2,2-diphenyl-1-picrylhydrazine In chloroform-d1 at -78℃; Product distribution; chemiluminescence, other peroxides;A n/a
B 2%
C 94%
D 2%
E n/a
F n/a
75-91-2

tert.-butylhydroperoxide

98946-18-0

tert-Butyl 2,2,2-trichloroacetimidate

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In pentane 1.) -5 deg C, 15 min, 2.) up to r.t.;63%
75-91-2

tert.-butylhydroperoxide

17011-26-6

tert-butyl hydrogen sulfate

110-05-4

di-tert-butyl peroxide

75-91-2

tert.-butylhydroperoxide

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With sulfuric acid
17011-26-6

tert-butyl hydrogen sulfate

A

75-91-2

tert.-butylhydroperoxide

B

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With dihydrogen peroxide at 0℃;
With dihydrogen peroxide In water at 25℃; for 7.91667h; Temperature;A 65.94 %Chromat.
B 23.92 %Chromat.
17011-26-6

tert-butyl hydrogen sulfate

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide
75-28-5

Isobutane

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With hydrogen bromide; oxygen at 158℃;
With hydrogen bromide; oxygen at 158℃;
75-65-0

tert-butyl alcohol

A

75-91-2

tert.-butylhydroperoxide

B

110-05-4

di-tert-butyl peroxide

Conditions
ConditionsYield
With dihydrogen peroxide; acid
With sulfuric acid; water; dihydrogen peroxide

Di-tert-butyl peroxide Consensus Reports

Reported in EPA ISCA Inventory

Di-tert-butyl peroxide Standards and Recommendations

DFG MAK: Mild skin irritant

Di-tert-butyl peroxide Specification

The IUPAC name of tert-Butyl peroxide is 2-tert-butylperoxy-2-methylpropane. With the CAS registry number 110-05-4, it is also named as Bis(1,1-dimethylethyl)peroxide. The product's categories are Organics; Organic Peroxide; Oxidation; Synthetic Organic Chemistry. It is colourless liquid which is miscible with benzene, petroleum ether and other organic solvents, and immiscible with water. This chemical may decompose explosively if heated, subjected to shock, or treated with reducing agents. When heated to decomposition it emits acrid smoke and fumes. Additionally, it should be sealed in the container and stored in cool, ventilate and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.19; (4)ACD/LogD (pH 7.4): 3.19; (5)ACD/BCF (pH 5.5): 157.44; (6)ACD/BCF (pH 7.4): 157.44; (7)ACD/KOC (pH 5.5): 1301.07; (8)ACD/KOC (pH 7.4): 1301.07; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.405; (13)Molar Refractivity: 42.53 cm3; (14)Molar Volume: 173.4 cm3; (15)Surface Tension: 23 dyne/cm; (16)Enthalpy of Vaporization: 33.52 kJ/mol; (17)Vapour Pressure: 27.3 mmHg at 25°C; (18)Rotatable Bond Count: 3; (19)Exact Mass: 146.13068; (20)MonoIsotopic Mass: 146.13068; (21)Topological Polar Surface Area: 18.5; (22)Heavy Atom Count: 10; (23)Complexity: 80.8.

Preparation of tert-Butyl peroxide: It can be obtained by the reaction of tertiary butanol and hydrogen peroxide in concentrated sulfuric acid.

Uses of tert-Butyl peroxide: It is widely used as crosslinking agent of unsaturated polyester resins and silicone rubber, polymerization initiator of monomer, polypropylene modifiers, vulcanization agent. It also can react with 2-piperidino-acrylonitrile to get 2,3-bis-tert-butoxymethyl-2,3-di-piperidin-1-yl-succinonitrile. This reaction needs solvent benzene at temperature of 20 °C. The yield is 64%. 

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and may cause fire, so people should keep it away from sources of ignition. If you want to contact this product, you must ear suitable protective clothing, gloves and eye/face protection. 

People can use the following data to convert to the molecule structure.
1. SMILES:O(OC(C)(C)C)C(C)(C)C
2. InChI:InChI=1/C8H18O2/c1-7(2,3)9-10-8(4,5)6/h1-6H3

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation > 4103ppm/4H (4103ppm) BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.
 
mouse LD50 oral 4572mg/kg (4572mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 43, 1982.
rat LC50 inhalation > 4100ppm/4H (4100ppm)   ARCO Chemical Company Report. Vol. JUN1982,
rat LD50 intraperitoneal 3210mg/kg (3210mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA
American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.
 
rat LD50 oral > 25gm/kg (25000mg/kg)   ARCO Chemical Company Report. Vol. JUN1982,

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