Benzamide
A primary aromatic amide with a carbonyl-bound NH2 group.
- Formula
- C7H7NO
- Functional group
- Amides
- Molar mass
- 121.14 g/mol
- Also known as
- Benzoylamide, Benzoic acid amide, Benzenecarboxamide, Phenylcarboxamide, Phenylcarboxyamide, Amid kyseliny benzoove
Overview
A primary aromatic amide with a carbonyl-bound NH2 group.
Nitrogen lone-pair delocalisation into the carbonyl reduces its ordinary amine-like basicity and acyl reactivity. Hydrolysis can recover benzoic acid or benzoate depending on conditions. Benzamide is therefore chemically distinct from aniline, whose nitrogen is attached directly to the aromatic ring.
Identifiers
- Formula
- C7H7NO
- Functional group
- Amides
- Molar mass
- 121.14 g/mol
- Also known as
- Benzoylamide, Benzoic acid amide, Benzenecarboxamide, Phenylcarboxamide, Phenylcarboxyamide, Amid kyseliny benzoove
Chemical identifiers
- SMILES
- C1=CC=C(C=C1)C(=O)N
- InChI
- InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)
- PubChem CID
- 2331
Properties
- Melting Point
- 130 °C
- Boiling Point
- 288 °C
- Water solubility
- In water, 1.35X10+4 mg/l @ 25 °C
Data availability
Not published: Density.
Related compounds
- Amides
A primary aromatic amide with a carbonyl-bound NH2 group.
Connected reactions
- Amide formation: Benzoyl chloride → Benzamide
Ammonia adds to the acyl carbonyl to form a tetrahedral intermediate. Carbonyl re-formation expels chloride, and proton transfer gives benzamide; additional ammonia captures the acid as ammonium chloride.
References
- PubChem Compound Summary: Benzamide (CID 2331)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 amidesJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- Hazardous Substances Data Bank (HSDB): Benzamide — melting pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/2331#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 177
- Hazardous Substances Data Bank (HSDB): Benzamide — boiling pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/2331#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 177
- Hazardous Substances Data Bank (HSDB): Benzamide — solubilityHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/2331#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Seidell A; Solubilities of Organic Compounds. NY, NY: Van Norstrand Co Inc (1941)