Hexachloroacetone

• Catalog No.: B23259
• CAS Number: 116-16-5
• M. F.: C3Cl6O
• M. W.: 264.7495
• Purity: 99%

SYNONYMS

• Title: 六氯丙酮
• IUPAC name: hexachloropropan-2-one
• IUPAC Traditional name: hexachloroacetone
• Synonyms: Hexachloro-2-propanone

DATABASE IDS

• Beilstein Number: 1707475
• MDL Number: MFCD00000796
• CAS Number: 116-16-5
• EC Number: 204-129-5

PROPERTIES

• Density: 1.748
• Flash Point: >110°C(230°F)
• Melting Point: -2°C
• Refractive Index: 1.5115
• Boiling Point: 203-205°C
• GHS Hazard statements: H302-H411
• European Hazard Symbols: X
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P273-P264-P270-P301+P312-P330-P501A
• Risk Statements: 22-51/53
• RTECS: UC2100000
• Safety Statements: 24/25-61
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2661
• Packing Group: III
• Purity: 99%

REFERENCES

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