You have no items in your shopping cart.
The Appel reaction uses a carbon tetrahalomethane and triphenylphosphine to convert a primary or secondary alcohol to an alkyl halide. First triphenylphosphine forms a phosphonium ion by abstracting a halogen from carbon tetrahalomethane. The alcohol then attacks the phosphonium ion, generating an oxyphosphonium intermediate. An SN2 displacement by the halide ion produces triphenylphosphine oxide and the alkyl halide. Inversion of configuration occurs if the carbon is asymmetric.
- Reagents: Triphenyl Phosphine, Tetrahalomethane
- Reactant: Primary or Secondary Alcohol
- Product: Alkyl Halide
- Type of Reaction: SN2
- Catalytic Phosphorus(V)-Mediated Nucleophilic Substitution Reactions: Development of a Catalytic Appel Reaction. J. Org. Chem. 2011, 76 (16), 6749–6767.
- Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction. Org. Lett. 2018, 20 (3), 728–731.
- Mitsunobu Reaction
- Staudinger Reaction
- Synthesis of Alkyl Bromides
- Synthesis of Alkyl Chlorides
- Dakin-West Reaction
- Triphenyl Phosphine (CAS 603-35-0)
- Carbon Tetrachloride (CAS 56-23-5)
- Carbon Tetrabromide (CAS 558-13-4)
- Carbon Tetraiodide (CAS 507-25-5)
- Methyl Iodide (CAS 74-88-4)
- Bromine (CAS 7726-95-6)
- Iodine (CAS 7553-56-2)