Phenyl acetate

Phenyl acetate is the ester of phenol and acetic acid. It can be produced by reacting phenol (Which can be produced by decarboxylation of aspirin[2]) with acetic anhydride or acetyl chloride.

Not to be confused with phenylacetate, the conjugate base of phenylacetic acid.
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
UNII
  • 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).
Infobox references

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 an acetate salt (sodium acetate, if sodium hydroxide were used).

References
  1. Phenyl acetate, Alfa Aesar
  2. Seo, Sangwon; Taylor, John B.; Greaney, Michael F. (2012-07-23). "Protodecarboxylation of benzoic acids under radical conditions". Chemical Communications. 48 (66): 8270–8272. doi:10.1039/C2CC33306F. ISSN 1364-548X.


This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.