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Names | |||
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Preferred IUPAC name
2-Methylpropane-2-peroxol
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Systematic IUPAC name
tert-Butyl hydroperoxide
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Identifiers | |||
3D model (Jmol)
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Abbreviations | TBHP | ||
1098280 | |||
ChemSpider | |||
ECHA InfoCard | 100.000.833 | ||
EC Number | 200-915-7 | ||
MeSH | tert-Butylhydroperoxide | ||
PubChem CID
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RTECS number | EQ4900000 | ||
UNII | |||
UN number | 3109 | ||
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Properties | |||
C4H10O2 | |||
Molar mass | 90.12 g·mol−1 | ||
Appearance | Colorless liquid | ||
Density | 0.935 g/mL | ||
Melting point | −3 °C (27 °F; 270 K) | ||
Boiling point | 37 °C (99 °F; 310 K) at 2.0 kPa | ||
miscible | |||
log P | 1.23 | ||
Acidity (pKa) | 12.69 | ||
Basicity (pKb) | 1.31 | ||
Refractive index (nD)
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1.3870 | ||
Thermochemistry | |||
Std enthalpy of
formation (ΔfH |
−294±5 kJ/mol | ||
Std enthalpy of
combustion (ΔcH |
2.710±0.005 MJ/mol | ||
Hazards | |||
Safety data sheet | [1] | ||
GHS pictograms | |||
GHS signal word | DANGER | ||
H226, H242, H302, H311, H314, H317, H331, H341, H411 | |||
P220, P261, P273, P280, P305+351+338, P310 | |||
EU classification (DSD)
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O C T T+ F | ||
R-phrases | R7, R10, R20/21/22, R34, R43 R52/53 | ||
S-phrases | S3/7, S14, S16, S17, S24, S36/37/39, S45, S61 | ||
NFPA 704 | |||
Flash point | 43 °C (109 °F; 316 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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what is ?) | (|||
Infobox references | |||
tert-Butyl hydroperoxide (tBuOOH) is an organic peroxide widely used in a variety of oxidation processes, for example Sharpless epoxidation. It is normally supplied as a 69–70% aqueous solution.
Industrially, tert-butyl hydroperoxide is used as a radical polymerization initiator.
Many synthetic routes are available, including:
tert-butyl hydroperoxide is an exceptionally dangerous chemical that is highly reactive, flammable and toxic. It is corrosive to skin and mucous membranes and causes respiratory distress when inhaled.
A solution of tert-butyl hydroperoxide and water with a concentration of greater than 90% is forbidden to be shipped according to US Department of Transportation Hazardous Materials Table 49 CFR 172.101.
In some sources it also has an NFPA 704 rating of 4 for health, 4 for flammability, 4 for reactivity and is a potent oxidant, however other sources claim lower ratings of 3-2-2 or 1-4-4.