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Benzoic anhydride

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Benzoic anhydride[1]
Names
Systematic IUPAC name
Benzoic anhydride
Other names
Benzoic acid anhydride

Benzoyl anhydride

Benzoyl benzoate
Identifiers
3D model (JSmol)
516726
ChemSpider
ECHA InfoCard 100.002.084 Edit this at Wikidata
EC Number
  • 202-291-1
  • InChI=1S/C14H10O3/c15-13(11-7-3-1-4-8-11)17-14(16)12-9-5-2-6-10-12/h1-10H checkY
    Key: CHIHQLCVLOXUJW-UHFFFAOYSA-N checkY
  • c1ccc(cc1)C(=O)OC(=O)c2ccccc2
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)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
1
2
1
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 acid anhydride of benzoic acid. It is the simplest symmetrical aromatic acid anhydride. It can be produced by dehydrating benzoic acid. It provides a convenient way to prepare benzoic esters, which are more stable to hydrolysis than acetic esters and thus efficient at protecting alcohol function groups in a molecule.[3]

References

  1. ^ "Sciencelab msds".
  2. ^ "aldrich product page".
  3. ^ Organic Synthesis. Academic press. p. 605.
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