4247. Formyl Fluoride

Nomenclature

CAS number: 1493-02-3
CHFO; mol wt 48.02.
C 25.01%, H 2.10%, F 39.56%, O 33.32%.
HCOF.

Description and references

Prepn by the interaction of anhydr formic acid, potassium fluoride and benzoyl chloride (16% yield): Nyesmejanov, Kahn, Ber. 67, 203 (1946); from benzoyl fluoride and formic acid (36% yield): Masentshev, J. Gen. Chem. USSR 16, 203 (1946); from benzoyl chloride, formic acid, and KHF2 (35% yield): Olah et al., Ber. 89, 862 (1956); Olah, Kuhn, J. Am. Chem. Soc. 82, 2381 (1960); from acetic formic anhydride, CH3COOOCH, and anhydr HF (67% yield): Olah, Kuhn, ibid. 2380.

Properties

Gas at ordinary temps and pressure: bp760 29°. mp 142°. Trouton constant 20.8. Heat of vaporization at 24°: 5.175 kcal.

Caution

Strong irritant.

Use

Acylating agent in organic synthesis.