Benzoyl chloride

Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C7H5ClO. It is a colourless, fuming liquid with an irritating odour, and consists of a benzene ring (C6H6) with an acyl chloride (−C(=O)Cl) substituent. It is mainly useful for the production of peroxides but is generally useful in other areas such as in the preparation of dyes, perfumes, pharmaceuticals, and resins.

Benzoyl chloride
Names
Preferred IUPAC name
Benzoyl chloride
Other names
Benzoic acid chloride (1:1)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.464
EC Number
  • 202-710-8
KEGG
PubChem CID
RTECS number
  • DM6600000
UNII
UN number 1736
  • InChI=1S/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H Y
    Key: PASDCCFISLVPSO-UHFFFAOYSA-N Y
  • InChI=1/C7H5ClO/c8-7(9)6-4-2-1-3-5-6/h1-5H
    Key: PASDCCFISLVPSO-UHFFFAOYAL
SMILES
  • ClC(=O)c1ccccc1
  • c1ccc(cc1)C(=O)Cl
Properties
C7H5ClO
Molar mass 140.57 g·mol−1
Appearance colorless liquid
Odor Benzaldehyde like but more pungent
Density 1.21 g/mL, liquid
Melting point −1 °C (30 °F; 272 K)
Boiling point 197.2 °C (387.0 °F; 470.3 K)
reacts, forms hydrogen chloride on contact with water
Magnetic susceptibility (χ)
-75.8·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Maybe harmful by ingestion and skin absorption; possible carcinogen
GHS labelling:
Danger
H302, H312, H314, H317, H332
P260, P261, P264, P270, P271, P272, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P405, P501
NFPA 704 (fire diamond)
3
2
0
W
Flash point 72 °C (162 °F; 345 K)
Safety data sheet (SDS) Fisher Scientific MSDS
Related compounds
Related compounds
benzoic acid, benzoic anhydride, benzaldehyde
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
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