20.5 – Reaction Pathways

20.5 – Reaction Pathways

20.5.1 – Deduce reaction pathways given the starting materials and the product

Halogenoalkane to Amine

Step 1 – 1-bromopropane reacts with KCN to form propanenitrile, using nucleophilic substitution

Step 2 – Propanenitrile reacts with hydrogen when heated over a nickel catalyst to form butanamine (or 1-aminobutane)

Alkane to Amine

Step 1 – Ethane reacts with chlorine in UV light, using free radical substitution to form chloroethane.

Step 2 – Chloroethane reacts with ammonia to form ethylamine

Halogenoalkane to Alkene

This is an elimination reaction

Nitrile to Carboxylic Acid

The nitrile is converted to carboxylic acid by acid hydrolysis.

Halogenoalkane to Alcohol

This uses SN1 or SN2 substitution

Alcohol to Carboxylic Acid

The alcohol is oxidised in the presence of a potassium dichromate catalyst

Alcohol and Carboxylic Acid to Ester

This is a condensation reaction that requires an acid catalyst

Carboxylic Acid to Amide

This is a condensation reaction

Amine and Carboxylic Acid to Amide

This is a condensation reaction