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
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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Infobox references

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

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

  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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