Question
An organic compound (A) with IMF C4H11N, capable of being resolved into optical isomers gives a base soluble product with benzene sulphonyl chloride. What is the structure and IUPAC name of (A)? What happens when this compound (A) is treated with ethanoyl chloride?
Solution
As the compound (A) is giving a base soluble product with Hinsberg’s reagent, it means the compound is a primary amine with —NH2 group. As the compound is capable of being resolved into optical isomers, it indicates the presence of chiral carbon. Therefore, the structure of compound (A) is:
With ethanoyl chloride, compound (A) forms an amide.
With ethanoyl chloride, compound (A) forms an amide.
