tert-Butyl Hydroperoxide
Title: tert-Butyl Hydroperoxide
CAS Registry Number: 75-91-2
Additional Names: 1,1-Dimethylethylhydroperoxide
Molecular Formula: C4H10O2
Molecular Weight: 90.12
Percent Composition: C 53.31%, H 11.18%, O 35.51%
Literature References: Prepn from tert-butyl alcohol and 30% H2O2: N. A. Milas, S. A. Harris, J. Am. Chem. Soc. 60, 2434 (1938); N. A. Milas, Surgenor, ibid. 68, 205 (1946); US 2573947 (1951 to Shell). By oxidation of tert-butylmagnesium chloride: Walling, Buckler, J. Am. Chem. Soc. 75, 4372 (1953); 77, 6032 (1955).
Properties: Liquid. Stable to 75°. d420 0.896. mp -8°. bp20 35°. nD20 1.4007. Sol in organic solvents. Flammable. Slow first-order decompn can be accelerated by the presence of 1 mol-% of Cu, Co and Mn salts.
Melting point: mp -8°
Boiling point: bp20 35°
Index of refraction: nD20 1.4007
Density: d420 0.896
Use: Catalyst in polymerization reactions. To introduce peroxy group into org molecules, in radical substitution reactions: Kharasch, Fono, J. Org. Chem. 23, 325 (1948); see also Kharasch, Sosnovsky, Tetrahedron 3, 97, 105 (1958).

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