A student attempts to prepare a carboxylic acid from 1-bromopropane. The student plans to first convert the halogenoalkane to a nitrile, then hydrolyse the nitrile to the carboxylic acid.
(a) State the reagent and conditions needed to convert 1-bromopropane into a nitrile.
(b) Explain why this reaction produces a nitrile rather than a hydroxynitrile.
(c) The student also wants to prepare a hydroxynitrile from propanal. State the reagent and conditions for this reaction.
(d) The nitrile from (a) is hydrolysed to the carboxylic acid using dilute hydrochloric acid under reflux. Explain why the reaction mixture is then acidified if dilute alkali had been used instead.