Benzil

Not to be confused with benzyl.
Benzil
Benzil
Names
Preferred IUPAC name
Diphenylethanedione
Systematic IUPAC name
1,2-Diphenylethane-1,2-dione
Other names
Diphenylethane-1,2-dione
Benzil
Dibenzoyl
Bibenzoyl
Diphenylglyoxal
Identifiers
3D model (JSmol)
608047
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.689 Edit this at Wikidata
EC Number
  • 205-157-0
RTECS number
  • DD1925000
UNII
  • InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H checkY
    Key: WURBFLDFSFBTLW-UHFFFAOYSA-N checkY
  • InChI=1/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H
    Key: WURBFLDFSFBTLW-UHFFFAOYAZ
  • O=C(C(=O)c1ccccc1)c2ccccc2
  • c1ccccc1C(=O)C(=O)c2ccccc2
Properties
C14H10O2
Molar mass 210.232 g·mol−1
Appearance yellow crystalline powder
Density 1.23 g/cm3, solid (1.255 g/cm3, x-ray)
Melting point 94.0 to 96.0 °C; 201.2 to 204.8 °F; 367.1 to 369.2 K
Boiling point 346.0 to 348.0 °C; 654.8 to 658.4 °F; 619.1 to 621.1 K
insoluble
Solubility in ethanol soluble
Solubility in diethyl ether soluble
Solubility in benzene soluble
-118.6·10−6 cm3/mol
Structure
P31,221[1]
3.8 D[2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritant
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Lethal dose or concentration (LD, LC):
>3 g/kg (mouse, oral)[3]
Related compounds
Related diketones
 diacetyl
Related compounds
 benzophenone
glyoxal
bibenzil
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Benzil (i.e. Bz2, systematically known as 1,2-diphenylethane-1,2-dione) is the organic compound with the formula (C6H5CO)2, generally abbreviated (PhCO)2. This yellow solid is one of the most common diketones. Its main use is as a photoinitiator in polymer chemistry.[4]

  1. ^ Acta Crystallogr. B43 398 (1987)
  2. ^ Spectrochim. Acta A60 (8-9) 1805 (2004)
  3. ^ "Benzil".
  4. ^ Hardo Siegel, Manfred Eggersdorfer "Ketones" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, 2002 by Wiley-VCH, Weinheim. doi:10.1002/14356007.a15_077