Fluoroacetyl chloride

In 1948, William E. Truce of Purdue University described a synthesis of fluoroacetyl chloride which was undertaken "because of its potential value for introducing the group, —COCH2F, into organic molecules."[1] In this synthesis, he reacted sodium fluoroacetate with phosphorus pentachloride to obtain the desired compound.

Fluoroacetyl chloride
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Fluoroacetyl chloride
Other names
2-Fluoroacetyl chloride
Fluoroethanoyl chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.022
UNII
Properties
C2H2ClFO
Molar mass 96.49 g·mol−1
Boiling point 70 to 71 °C (158 to 160 °F; 343 to 344 K) at 755 mmHg[1]
Hazards
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 4: Very short exposure could cause death or major residual injury. E.g. VX gasReactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
1
4
2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Fluoroacetyl chloride is an acyl chloride.

See also

References
  1. Truce, William E. (August 1948). "The Preparation of Fluoroacetyl Chloride". Journal of the American Chemical Society. 70 (88): 2828–2828. doi:10.1021/ja01188a524.
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