Benzoyl fluoride

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Benzoyl fluoride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.587 Edit this at Wikidata
EC Number
  • 207-244-9
UNII
  • InChI=1S/C7H5FO/c8-7(9)6-4-2-1-3-5-6/h1-5H
    Key: HPMLGNIUXVXALD-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C(=O)F
Properties
C7H5FO
Molar mass 124.114 g·mol−1
Appearance colorless liquid
Density 1.14 g/cm3
Melting point −28 °C
Boiling point 160 °C
hydrolysis
Hazards
GHS labelling:[1]
GHS02: FlammableGHS05: Corrosive
Danger
H226, H314
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Benzoyl fluoride is an organic, aromatic compound of carbon, hydrogen, fluorine, and oxygen. It is the acyl fluoride of benzoic acid; its chemical formula is C7H5FO. It was initially isolated by Alexander Borodin in 1863.[2][3][4]

Benzoyl fluoride can be prepared by the reaction of benzoyl chloride or benzoic anhydride with potassium fluoride,[5] or by using trifluorotoluene as a precoursor in presence of niobium pentoxide as a catalyst.[6]

Chemical properties

Benzoyl fluoride hydrolyzes in water to benzoic acid and reacts with alkalis to form salts:[7]

C6H5COF + H2O → C6H5COOH + HF
C6H5COF + 2NaOH → C6H5COONa + NaF + H2O

Physical properties

Benzoyl fluoride is a colorless liquid that is soluble in ethanol, diethyl ether, and acetone.

Uses

See also

References

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