B23259 Hexachloroacetone, 99%

Hexachloroacetone, 99%

Chemische Eigenschaften

Literaturverweise

Reagent for protection of amino groups as their N-trichloroacetyl derivatives under neutral conditions: J. Org. Chem., 35, 2423 (1970); Org. Synth. Coll., 5, 1074 (1973). The group can be cleaved with NaBH₄ in ethanol: Chem. Ber., 103, 2437 (1970).

In combination with triphenylphosphine, converts primary and secondary allylic alcohols to their chlorides without isomerization: Tetrahedron Lett., 2999 (1977). Tertiary allylic alcohols do undergo allylic rearrangement to give the less substituted chloride: J. Org. Chem., 44, 359 (1979), but cyclopropyl carbinols are converted to their chlorides without rearrangement: J. Org. Chem., 49, 431 (1984). The method is also applicable to the mild conversion of carboxylic acids to acid chlorides: Tetrahedron Lett., 38, 6489 (1997); see also Trichloroacetonitrile, A10565.

With strong base, e.g. alkoxide, is a source of dichlorocarbene. For a review, see: Org. React., 13, 55 (1963).