Ethyl benzoate

Ethyl benzoate
Names
	Preferred IUPAC name Ethyl benzoate
Identifiers
CAS Number	93-89-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:156074;
ChEMBL	ChEMBL510714 ;
ChemSpider	6897 ;
ECHA InfoCard	100.002.078
EC Number	202-284-3;
PubChem CID	7165;
UNII	J115BRJ15H ;
CompTox Dashboard (EPA)	DTXSID3038696 ;
	InChI InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3 Key: MTZQAGJQAFMTAQ-UHFFFAOYSA-N ; InChI=1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3 Key: MTZQAGJQAFMTAQ-UHFFFAOYAI;
	SMILES O=C(OCC)c1ccccc1;
Properties
Chemical formula	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)
Solubility in water	0.72 mg/mL
log P	2.64
Magnetic susceptibility (χ)	−93.32×10−6 cm3/mol
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H411
GHS precautionary statements	P264, P273, P280, P302+352, P305+351+338, P321, P332+313, P337+313, P362, P391, P501
Related compounds
Related compounds	Methyl benzoate; Propyl benzoate;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ethyl benzoate, C₉H₁₀O₂, is the 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 laboratory is the acidic esterification of benzoic acid with ethanol and sulfuric acid as catalyst:^[2]

References

^ Ethyl benzoate, thegoodscentscompany.com
^ 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

Material Safety Data Sheet

[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

[1]

[2]

Names


Preferred IUPAC name Ethyl benzoate
Identifiers
CAS Number	93-89-0
3D model (JSmol)	Interactive image
ChEBI	CHEBI:156074
ChEMBL	ChEMBL510714
ChemSpider	6897
ECHA InfoCard	100.002.078
EC Number	202-284-3
PubChem CID	7165
UNII	J115BRJ15H
CompTox Dashboard (EPA)	DTXSID3038696
InChI InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3 Key: MTZQAGJQAFMTAQ-UHFFFAOYSA-N InChI=1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3 Key: MTZQAGJQAFMTAQ-UHFFFAOYAI
SMILES O=C(OCC)c1ccccc1
Properties
Chemical formula	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)
Solubility in water	0.72 mg/mL
log P	2.64
Magnetic susceptibility (χ)	−93.32×10⁻⁶ cm³/mol
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H411
GHS precautionary statements	P264, P273, P280, P302+352, P305+351+338, P321, P332+313, P337+313, P362, P391, P501
Related compounds
Related compounds	Methyl benzoate Propyl benzoate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).