Benzoyl chloride

Benzoyl chloride
Names
Preferred IUPAC name
Benzoyl chloride
Other names
  • Benzoic acid chloride (1:1)
  • alpha-Chlorobenzaldehyde
  • Benzene carbonyl chloride
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.464
EC Number
  • 202-710-8
KEGG
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
  • ClC(=O)c1ccccc1
  • c1ccc(cc1)C(=O)Cl
Properties
C6H5COCl
Molar mass 140.57 g·mol−1
Appearance colorless liquid
Odor Benzaldehyde-like, but more pungent
Density 1.211 g/mL
Melting point −1 °C (30 °F; 272 K)
Boiling point 198 °C (388 °F; 471 K)
Reacts. Decomposes to HCl and benzoic acid.
Vapor pressure 1 hPa (0.75 mmHg) (32 °C (90 °F; 305 K))
−75.8×10−6 cm3/mol
Viscosity 0.0012 Pa·s
Structure
Cs
Hazards
GHS labelling:
Danger
H227, H302+H312, H314, H317, H331, H402
P210, P261, P264, P270, P271, P272, P273, P280, P301+P312+P330, P301+P330+P331, P303+P361+P353, P304+P340+P310, P305+P351+P338+P310, P333+P313, P363, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
3
2
2
Flash point 72 °C (162 °F; 345 K)
600 °C (1,112 °F; 873 K)
Explosive limits 2.5% to 27%(V)
0.5 ppm (C)
Lethal dose or concentration (LD, LC):
  • 1920 mg/kg (Oral, rat)
  • 1112 mg/kg (Dermal, rabbit)
3.03 mg/L (Inhalation, rat, 4h)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C6H5COCl. It is a colourless, fuming liquid with an irritating odour, and consists of a phenyl ring (C6H5) with an acyl chloride (−C(=O)Cl) substituent. It is mainly useful for the production of organic peroxides but is also used in other areas such as in the preparation of dyes, perfumes, pharmaceuticals, and resins.