SolutionsReactivity
1. Products
Give the product of benzonitrile with: a) H3O+ and heat; b) CH3MgBr, then H3O+; c) LiAlH4, then H2O.
- Benzoic acid.
- Acetophenone.
- Benzylamine, C6H5CH2NH2.
2. Extending the chain
Suggest a synthesis of phenylacetic acid, C6H5CH2COOH, from benzyl chloride.
Benzyl chloride + NaCN → phenylacetonitrile, C6H5CH2CN; its acid hydrolysis gives phenylacetic acid.
The nitrile adds one carbon to the chain.