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Names | |
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Preferred IUPAC name Benzoic anhydride | |
Other names Benzoic acid anhydride Benzoyl anhydride Benzoyl benzoate | |
Identifiers | |
3D model (JSmol) | |
516726 | |
ChemSpider | |
ECHA InfoCard | 100.002.084 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C 14H 10O 3 | |
Molar mass | 226.23 g mol−1 |
Appearance | White to off-white solid |
Density | 1.1989 g cm−3 at 15 °C |
Melting point | 42 °C (108 °F; 315 K) |
Boiling point | 360 °C (680 °F; 633 K) |
−124.9·10−6 cm3/mol | |
Hazards | |
NFPA 704 (fire diamond) | |
Flash point | 113 [2] °C (235 °F; 386 K) |
Related compounds | |
Related compounds | Benzoic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Benzoic anhydride is the organic compound with the formula (C6H5CO)2O. It is the acid anhydride of benzoic acid and the simplest symmetrical aromatic acid anhydride. It is a white solid.
It is usually prepared by the dehydration reaction of benzoic acid, e.g. using acetic anhydride: [3]
Alternatively, sodium benzoate can be treated with benzoyl chloride. It can be produced by dehydrating benzoic acid by heating. [ citation needed ]
Benzoic anhydride provides a convenient way to prepare benzoic esters: