tert-Butyl hydroperoxide

tert-Butyl hydroperoxide
Preferred IUPAC name

tert-Butyl hydroperoxide
Systematic name

2-Methylpropane-2-peroxol
Identifiers
Abbreviations TBHP
CAS number 75-91-2 Y
PubChem 6410
ChemSpider 6170 Y
UNII 955VYL842B Y
EC number 200-915-7
UN number 3109
MeSH tert-Butylhydroperoxide
ChEMBL CHEMBL348399 Y
RTECS number EQ4900000
Beilstein Reference 1098280
Jmol-3D images Image 1
Properties
Molecular formula C4H10O2
Molar mass 90.12 g mol−1
Exact mass 90.068079564 g mol−1
Appearance Colourless liquid
Density 935 mg cm−3
Melting point

−3 °C, 270 K, 27 °F
Boiling point

37 °C, 310 K, 99 °F (at 2.0 kPa)
Solubility in water miscible
log P 1.23
Acidity (pKa) 12.69
Basicity (pKb) 1.31
Refractive index (nD) 1.3870
Hazards
MSDS msds.chem.ox.ac.uk
GHS pictograms
GHS signal word DANGER
GHS hazard statements H226, H242, H302, H311, H314, H331
GHS precautionary statements P220, P261, P280, P305+351+338, P310, P410
EU classification O C
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
2
3
2
OX
Flash point 43 °C
 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

tert-Butyl hydroperoxide (tBuOOH) is an organic peroxide widely used in a variety of oxidation processes, for example Sharpless epoxidation.[1] It is normally supplied as a 69-70% aqueous solution.

Contents

Application

Industrially, tert-butyl hydroperoxide is used as a starter of radical polymerization.

Synthesis and Production

Many synthetic routes are available[2]

See also

References

  1. ^ tert-butyl hydroperoxide at Organic Chemistry Portal
  2. ^ Peroxides and Peroxide Compounds, Organic Peroxides; Kirk‑Othmer Encyclopedia of Chemical Technology, Jose Sanchez and Terry N. Myers, Wiley-VCH Verlag GmbH & Co