Di-tert-butyl peroxide
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Names | |
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Preferred IUPAC name
2-(tert-Butylperoxy)-2-methylpropane | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.003.395 ![]() |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C8H18O2 | |
Molar mass | 146.230 g·mol−1 |
Density | 0.796 g/cm3 |
Melting point | −40 °C (−40 °F; 233 K) |
Boiling point | 109 to 111 °C (228 to 232 °F; 382 to 384 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Infobox references | |
Di-tert-butyl peroxide or DTBP is an organic compound consisting of a peroxide group bonded to two tert-butyl groups. It is one of the most stable organic peroxides, due to the tert-butyl groups being bulky. It is a colorless liquid.[1]
Reactions[]
The peroxide bond undergoes homolysis at temperatures above 100 °C. For this reason di-tert-butyl peroxide is commonly used as a radical initiator in organic synthesis and polymer chemistry. The decomposition reaction proceeds via the generation of methyl radicals.
DTBP can in principle be used in engines where oxygen is limited, since the molecule supplies both the oxidizer and the fuel.[2]
Toxicity[]
DTBP is an irritant to noses, and eyes and skin. It is also flammable, so it should be handled with care.
See also[]
References[]
- ^ RajanBabu, T. V.; Simpkins, Nigel S. (2005). "1,1-Di-tert-butyl Peroxide". e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd066.pub2.
- ^ Pritchard, H. O.; Clothier, P. Q. E. (1986). "Anaerobic operation of an internal combustion engine". J. Chem. Soc. Chem. Commun. 1986 (20): 1529–1530. doi:10.1039/C39860001529.
External links[]
- US 5288919, Faraj, Mahmoud K., "Preparation of dialkyl peroxides", published 1994-02-22
- US 5312998, Liotta, Frank J., Jr.; Faraj, Mahmoud K. & Pourreau, Daniel B. et al., "Integrated process for the production of ditertiary butyl peroxide", published 1994-05-17
- US 5371298, Pourreau, Daniel B.; Kesling, Haven S., Jr. & Liotta, Frank J., Jr. et al., "Preparation of dialkyl peroxides", published 1994-12-06
Categories:
- Organic peroxides
- Fuels
- Propellants
- Radical initiators
- Tert-butyl compounds