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Ethyl benzoate

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Ethyl benzoate
Skeletal formula of ethyl benzoate
Ball-and-stick model of the ethyl benzoate molecule
Names
Preferred IUPAC name Ethyl benzoate
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.078 Edit this at Wikidata
EC Number
  • 202-284-3
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3Key: MTZQAGJQAFMTAQ-UHFFFAOYSA-N
  • InChI=1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3Key: MTZQAGJQAFMTAQ-UHFFFAOYAI
SMILES
  • O=C(OCC)c1ccccc1
Properties
Chemical formula C9H10O2
Molar mass 150.177 g·mol
Appearance colorless liquid
Density 1.050 g/cm
Melting point −34 °C (−29 °F; 239 K)
Boiling point 211–213 °C (412–415 °F; 484–486 K)
Solubility in water 0.72 mg/mL
log P 2.64
Magnetic susceptibility (χ) −93.32×10 cm/mol
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS09: Environmental hazard
Signal word Warning
Hazard statements H315, H319, H411
Precautionary statements 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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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. 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:

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

External links

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