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benzonitrile
Sign in to saveAlso known as C6H5-CN, benzoic acid nitrile, benzenenitrile
Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a cherry or almond like odour. It is mainly used industrially to synthesize the melamine resin precursor benzoguanamine.
Chemical data
- Formula
- C7H5N
- Molecular weight
- 103.12 g/mol
- IUPAC name
- benzonitrile
- SMILES
- C1=CC=C(C=C1)C#N
- InChIKey
- JFDZBHWFFUWGJE-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 23.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 103.042
Show 8 more facts
- chemical formula
- C₇H₅N
- canonical SMILES
- C1=CC=C(C=C1)C#N
- Commons category
- Benzonitrile
- melting point
- -12.75
- found in taxon
- Arctostaphylos uva-ursi
- electric dipole moment
- 4.18
- ionization energy
- 9.62
- boiling point
- 191.15
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Production and reactions
- Applications
- Laboratory uses
- History
- References
- External links
Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a cherry or almond like odour. It is mainly used industrially to synthesize the melamine resin precursor benzoguanamine.
==Production and reactions== It is prepared by ammoxidation of toluene, that is its reaction with ammonia and oxygen (or air) at . + 3/2 + → + In the laboratory it can be prepared by the dehydration of benzamide or benzaldehyde oxime or by the Rosenmund–von Braun reaction using cuprous cyanide or NaCN/DMSO and bromobenzene. Rosenmund-von Braun synthesis
Excerpted from Wikipedia’s “benzonitrile” article, available under the CC BY-SA 4.0 licence.