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Phenyl acetate

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This is an old revision of this page, as edited by Chong Zi Jian (talk | contribs) at 02:12, 27 May 2018 (Phenol is a weak acid which can’t react with ethanoate acid (another acid). Phenol can only react with acetyl chloride to give phenyl ethanoate (ester) as a result.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Phenyl acetate
Skeletal formula of phenyl acetate
Ball-and-stick model of the phenyl acetate molecule
Names
Preferred IUPAC name
Phenyl acetate
Systematic IUPAC name
Phenyl ethanoate
Other names
Phenol acetate
(Acetyloxy)benzene
Acetoxybenzene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.004.160 Edit this at Wikidata
  • InChI=1S/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3
    Key: IPBVNPXQWQGGJP-UHFFFAOYSA-N
  • InChI=1/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3
    Key: IPBVNPXQWQGGJP-UHFFFAOYAF
  • CC(=O)Oc1ccccc1
Properties
C8H8O2
Molar mass 136.150 g·mol−1
Density 1.075 g/mL[1]
Melting point −30 °C (−22 °F; 243 K)
Boiling point 195–196 °C (383–385 °F; 468–469 K)[1]
-82.04·10−6 cm3/mol
Hazards
Flash point 76 °C (169 °F; 349 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Phenyl acetate is the ester of phenol and acetyl chloride. One way that it can be produced by decarboxylation of aspirin. Another way that it can be produced is by reacting phenol with acetic anhydride.

Phenyl acetate can be separated into phenol and an acetate salt, via saponification: heating the phenyl acetate with a strong base, such as sodium hydroxide, will produce phenol and sodium acetate. The two chemicals can then be separated by heat and calcination of carbon or heat and filtration.

References

  1. ^ a b c Phenyl acetate, Alfa Aesar