tert -butyl hydroperoxide
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | tert -butyl hydroperoxide | |||||||||||||||
other names |
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Molecular formula | C 4 H 10 O 2 | |||||||||||||||
Brief description |
colorless, pungent smelling liquid |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 90.12 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.90 g cm −3 |
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Melting point |
−8 ° C |
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boiling point |
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Vapor pressure |
23 h Pa (36 ° C) |
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solubility |
soluble in water (100–150 g · l −1 at 20 ° C) |
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Refractive index |
1.4015 (20 ° C) |
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safety instructions | ||||||||||||||||
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Toxicological data | ||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
tert -Butyl hydroperoxide (TBHP) is an organic chemical compound that belongs to the group of hydroperoxides and occurs in the form of a colorless, pungent smelling liquid. TBHP is the simplest tertiary hydroperoxide.
Extraction and presentation
Tert-butyl hydroperoxide can be obtained by reacting tert-butyl alcohol with hydrogen peroxide in an acidic solution ( sulfuric acid ).
properties
tert -Butyl hydroperoxide is a colorless, flammable, pungent smelling liquid. Furthermore, TBHP is a strong oxidizing agent .
use
As an organic peroxide, tert-butyl hydroperoxide has many uses. So it can be used as:
- as starters (initiators) for radical polymerization - production of bulk plastics
- for networking and modification of plastics
- for curing unsaturated polyester resins
- as a disinfectant - e.g. B. Peroxyacetic acid formulations in food technology
- as an oxidizing agent (e.g. for phenols and peroxide complexes)
- in wastewater treatment
- in Sharpless epoxidation (epoxidation of primary or secondary allyl alcohols)
- in the Halcon process for the production of organic compounds (e.g. propylene oxide , ethylene glycol ).
safety instructions
Vapors of tert-butyl hydroperoxide can form explosive mixtures with air at temperatures above the flash point (26 ° C). tert -Butyl hydroperoxide is the only substance that has a maximum value of 4 in all three categories in the NFPA-704 system .
Individual evidence
- ↑ a b c d e f g h i Entry on tert-butyl hydroperoxide in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
- ↑ a b c d e Entry on tert-butyl hydroperoxide. In: Römpp Online . Georg Thieme Verlag, accessed on January 27, 2017.
- ↑ OECD: RISK ASSESSMENT TERTIARY BUTYL HYDROPEROXIDE (TBHP) (PDF; 372 kB), Final report, 11 October 2006.
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-80.
- ↑ Entry on tert-butyl hydroperoxide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on June 17, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .
- ↑ Entry on tert-butyl hydroperoxide in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on July 31, 2018 or earlier.
- ↑ Sharpless epoxidation. ( Memento from November 6, 2011 in the Internet Archive ) In: Organic Chemistry Compact, CDCH Verlag, Hamburg 2004.
- ↑ data sheet tert. -Butyl Hydroperoxide at Cameochemicals, accessed October 31, 2012.