Benzoic anhydride

Benzoic anhydride[1]
Names
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 202-291-1
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
Flammability code 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 fuelHealth code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentineReactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g., calciumSpecial hazards (white): no codeNFPA 704 four-colored diamond
2
1
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).
Infobox references

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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