Ethyl benzoate
An ester joining a benzoyl fragment to an ethoxy group.
- Formula
- C9H10O2
- Functional group
- Esters
- Molar mass
- 150.17 g/mol
- Also known as
- Benzoic ether, Ethyl benzenecarboxylate, Benzoic Acid Ethyl Ester, Benzoyl ethyl ether, Ethylester kyseliny benzoove
Overview
An ester joining a benzoyl fragment to an ethoxy group.
Hydrolysis separates the two fragments into ethanol and benzoic acid, or benzoate before acidification. Ester formation can start from benzoic acid or a more reactive derivative such as benzoyl chloride, but those routes need different conditions and produce different coproducts.
Identifiers
- Formula
- C9H10O2
- Functional group
- Esters
- Molar mass
- 150.17 g/mol
- Also known as
- Benzoic ether, Ethyl benzenecarboxylate, Benzoic Acid Ethyl Ester, Benzoyl ethyl ether, Ethylester kyseliny benzoove
Chemical identifiers
- SMILES
- CCOC(=O)C1=CC=CC=C1
- InChI
- InChI=1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
- PubChem CID
- 7165
Properties
- Boiling Point
- 213.4 °C @760 [mm Hg]
Data availability
Not published: Melting Point, Density, Solubility.
Related compounds
- Esters
An ester joining a benzoyl fragment to an ethoxy group.
Connected reactions
- Ester formation: Benzoyl chloride → Ethyl benzoate
Ethanol oxygen attacks the acyl carbonyl carbon. Loss of chloride and proton transfer restore C=O and form the ester, with ethanol contributing the ethoxy group and HCl produced in the overall equation.
- Esterification: Benzoic acid → Ethyl benzoate
Acid activation allows ethanol to add to benzoic acid; proton transfers and water loss produce ethyl benzoate. The aromatic ring stays intact throughout the acyl substitution.
References
- PubChem Compound Summary: Ethyl benzoate (CID 7165)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Chemistry of estersJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- OpenStax Organic Chemistry: Chemistry of acid halidesJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- PAC Chemical Database, U.S. Department of Energy: Ethyl benzoate — boiling pointPAC Chemical Database, U.S. Department of Energy
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/7165#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred.