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Ethyl benzoate

From Wikipedia, the free encyclopedia
Ethyl benzoate
Skeletal formula of ethyl benzoate
Ball-and-stick model of the ethyl benzoate molecule
Names
Preferred IUPAC name
Ethyl benzoate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.078 Edit this at Wikidata
EC Number
  • 202-284-3
UNII
  • InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3 checkY
    Key: MTZQAGJQAFMTAQ-UHFFFAOYSA-N checkY
  • InChI=1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
    Key: MTZQAGJQAFMTAQ-UHFFFAOYAI
  • O=C(OCC)c1ccccc1
Properties
C9H10O2
Molar mass 150.177 g·mol−1
Appearance colorless liquid
Density 1.050 g/cm3
Melting point −34 °C (−29 °F; 239 K)
Boiling point 211–213 °C (412–415 °F; 484–486 K)
0.72 mg/mL
log P 2.64
−93.32×10−6 cm3/mol
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H315, H319, H411
P264, P273, P280, P302 P352, P305 P351 P338, P321, P332 P313, P337 P313, P362, P391, P501
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethyl benzoate, C9H10O2, is an ester formed by the condensation of benzoic acid and ethanol. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents.

As with many volatile esters, ethyl benzoate has a pleasant odor described as sweet, wintergreen, fruity, medicinal, cherry and grape.[1] It is a component of some fragrances and artificial fruit flavors.

Preparation

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A simple and commonly used method for the preparation of ethyl benzoate in the laboratory is the acidic esterification of benzoic acid with ethanol and sulfuric acid as catalyst:[2]

Reaction equation for the acidic esterification.

References

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  1. ^ Ethyl benzoate, thegoodscentscompany.com
  2. ^ Arthur Israel Vogel. Rev. by Brian S. Furniss: Vogel’s textbook of practical organic chemistry. 5. Auflage. Longman, Harlow 1989, ISBN 0-582-46236-3, S. 1076
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