Problem 5

Iodoethane CH₃CH₂I reacts with aqueous sodium hydroxide solution to give A, with ammonia to give B, and with potassium cyanide in ethanolic solution to give C, C₃H₅N. C reacts with lithium aluminium hydride in dry ether solution to give D. C with aqueous sodium hydroxide solution followed by dilute hydrochloric acid gives E, C₃H₆O₂, which with phosphorus(V) chloride gives F.

Identify compounds A to F, giving your reasons and equations where appropriate.