Di-tert-butyl peroxide

Di-tert-butyl peroxide Basic information
Product Name:Di-tert-butyl peroxide
Synonyms:(tert-C4H9O)2;(tributyl)peroxide;2-(tert-Butylperoxy)-2-methylpropane;Aztec di-t-butyl peroxoide;bis(1,1-dimethylethyl)-peroxid;bis(t-butyl)peroxide;Bis(tert-butyl) peroxide;bis(tert-butyl)peroxide
CAS:110-05-4
MF:C8H18O2
MW:146.23
EINECS:203-733-6
Product Categories:Organics;Organic Peroxide;Oxidation;Synthetic Organic Chemistry
Mol File:110-05-4.mol
Di-tert-butyl peroxide Structure
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.)
Fp 34 °F
storage temp. Store at +15°C to +25°C.
solubility 0.063g/l
form Liquid
color Clear
Odordistinctive odor
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.
InChIKeyLSXWFXONGKSEMY-UHFFFAOYSA-N
LogP3.2 at 22℃
CAS DataBase Reference110-05-4(CAS DataBase Reference)
NIST Chemistry ReferenceDi-tert-butyl peroxide(110-05-4)
EPA Substance Registry SystemDi-tert-butyl peroxide (110-05-4)
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 Temperature182 °C
HS Code 2909 60 00
HazardClass 5.2
PackingGroup II
Hazardous Substances Data110-05-4(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 25000 mg/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
Di-tert-butyl peroxide Usage And Synthesis
DescriptionDi-tert-butyl peroxide is a clear, water-white liquid. It has a specific gravity of 0.79, which is lighter than water, and it will float on the surface. It is nonpolar and insoluble in water. Di-tert-butyl peroxide is a strong oxidizer and may ignite organic materials or explode if shocked or in contact with reducing agents. In addition to being an oxidizer, Di-tert-butyl peroxide is highly flammable. It has a boiling point of 231°F (110°C) and a flash point of 65°F (18°C). The NFPA 704 designation is health 3, flammability 2, and reactivity 4. The prefix “oxy” for oxidizer is placed in the white section at the bottom of the 704 diamond.
Chemical Propertiescolourless liquid
UsesDi-t-butyl peroxide (DTBP) is used as apolymerization catalyst.
UsesLuperox?DI, tert-Butyl peroxide has been used as a radical initiator to induce free radical polymerization. It has also been used as a cetane enhancer in a study to determine the phase behavior of carboxylate-based extended surfactant reverse micellar microemulsions with ethanol and vegetable oil/diesel blends.
Synthesis Reference(s)Tetrahedron, 36, p. 2409, 1980 DOI: 10.1016/0040-4020(80)80219-5
General DescriptionDi-tert-butyl peroxide is a clear colorless liquid. (NTP, 1992)
Reactivity ProfileThe 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 HazardDTBP 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 HazardHighly 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.
Flammability and ExplosibilityFlammable
CarcinogenicityA 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.
storageStore 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 MethodsWash 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 DisposalDTBP is disposed on the ground in a remotearea and ignited with a long torch. 10%NaOH may be used to wash empty containers.
tert-Butylperoxide Benzoyl peroxide GLUTATHIONE PEROXIDASE 4-tert-Butylphenol tert-Butyl methyl ether tert-Butyldimethylsilyl chloride tert-Butyl hydroperoxide Hydrogen peroxide tert-Butyl peroxybenzoate Methyl 4-tert-butylbenzoate tert-Butanol 2,4-Di-tert-butylphenol tert-Butyl peroxyacetate Peroxidase(POD) Dilauroyl peroxide Peroxidase Dicumyl peroxide 2,6-Di-tert-butylphenol

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