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Di-tert-butyl peroxide

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Di-tert-butyl peroxide Basic information

Product Name:
Di-tert-butyl peroxide
CAS:
110-05-4
MF:
C8H18O2
MW:
146.23
EINECS:
203-733-6
Mol File:
110-05-4.mol
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Di-tert-butyl peroxide Chemical Properties

Melting point:
-30 °C
Boiling point:
109-110 °C(lit.)
Density 
0.796 g/mL at 25 °C(lit.)
vapor pressure 
40 mm Hg ( 20 °C)
refractive index 
n20/D 1.3891(lit.)
Flash point:
34 °F
storage temp. 
2-8°C
solubility 
0.063g/l
form 
Liquid
color 
Clear
Water Solubility 
immiscible
Merck 
14,3461
BRN 
1735581
Stability:
May decompose explosively if heated, subjected to shock, or treated with reducing agents. Highly flammable. Refrigerate.
InChIKey
LSXWFXONGKSEMY-UHFFFAOYSA-N
CAS DataBase Reference
110-05-4(CAS DataBase Reference)
NIST Chemistry Reference
Di-tert-butyl peroxide(110-05-4)
EPA Substance Registry System
Di-tert-butyl peroxide (110-05-4)
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Safety Information

Hazard Codes 
O,F,Xn
Risk Statements 
7-11-68-52/53-2017/7/11
Safety Statements 
14-16-3/7-36/37/39-14A-61-23
RIDADR 
UN 3107 5.2
WGK Germany 
1
RTECS 
ER2450000
Autoignition Temperature
182 °C
HS Code 
2909 60 00
HazardClass 
5.2
PackingGroup 
II
Hazardous Substances Data
110-05-4(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 25000 mg/kg

MSDS

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Di-tert-butyl peroxide Usage And Synthesis

Chemical Properties

colourless liquid

Uses

As polymerization catalyst.

Uses

Di-t-butyl peroxide (DTBP) is used as apolymerization catalyst.

General Description

Clear colorless liquid.

Reactivity Profile

The explosive instability of the lower dialkyl peroxides (e.g., dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides. Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the monofunctional peroxides. Di-tert-butyl peroxide is unlikely that this derivative would be particularly unstable compared to other peroxides in it's class, Bretherick 1979v.

Health Hazard

DTBP is slightly toxic by inhalation andin general exhibits low to very low toxicityby other routes. However, toxic effectsare observed only at very high concentrations.Rats exposed to 4103-ppm vapor developedhead and neck tremor after 10 minutesof exposure (Floyd and Stockinger 1958).Other symptoms were weakness, hyperactivity,and labored breathing. However, theanimals recovered fully in 1 hour.
LD50 value, intraperitoneal rats): 3210 mg/kg
DTBP is nonirritating to the skin and mildon the eyes. It is reported to cause lungand blood tumors in mice (NIOSH 1986).However, its carcinogenicity is not yet fullyestablished.

Fire Hazard

Highly flammable and reactive; flash point 18°C (64.4°F); vapor pressure 19.5 torr at 20°C (68°F); vapor density 5.03. Its decomposition products are ethane and acetone, which enhance the fire hazard. Use a water spray to fight fire and to keep the containers cool.
DTBP forms an explosive mixture with air. The explosive range is not reported. Its decomposition products may explode above its boiling point, 111°C (231.8°F). However, as it is thermally stable and shock insensitive, its explosion hazard is much lower. It may, however, react with explosive violence when in contact with easily oxidizable substances.

Carcinogenicity

A single exposure (route unspecified, but probably subcutaneous (SC)) of 14.6 mg (~365 mg/kg) produced unconvincing evidence for carcinogenicity owing to the lack of controls in 50 mice observed for more than 80 weeks. Of 35 survivors, 7 (20%) had malignant blood tumors (lymphomas) and 1 had a benign lung tumor (pulmonary adenoma) (93, 7a). Owing to its poor design, this study should be judged inadequate to determine carcinogenicity.

storage

Store in a cool and well-ventilated areaisolated from easily oxidizable materials.Protect against physical damage. Shippingcontainers are amber glass and polyethylenebottles or steel drums not exceeding 100-lbcapacity.

Purification Methods

Wash the peroxide with aqueous AgNO3 to remove olefinic impurities, water and dry (MgSO4). Free it from tert-butyl hydroperoxide by passage through an alumina column [Jackson et al. J Am Chem Soc 107 208 1985], and if necessary two high vacuum distillations from room temperature to a liquid-air trap [Offenbach & Tobolsky J Am Chem Soc 79 278 1957]. [Beilstein 1 IV 1619.] The necessary protection from EXPLOSION should be used.

Waste Disposal

DTBP is disposed on the ground in a remotearea and ignited with a long torch. 10%NaOH may be used to wash empty containers.

Di-tert-butyl peroxide Preparation Products And Raw materials

Raw materials

Preparation Products

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