JEE Advanced levelSingle correct optionDifficulty 3 of 3ro050
1-Bromobutane is treated with KCN to give X; X is heated under reflux with dilute HX2SOX4 to give Y; Y is reduced with LiAlHX4 followed by aqueous work-up to give Z. Z is
Abutan-1-ol
Bpentan-1-amine
Cpentanal
Dpentan-1-ol
Answer: D
X is pentanenitrile (one carbon added), Y is pentanoic acid (acid hydrolysis of the nitrile), and Z is CHX3(CHX2)X3CHX2OH since LiAlHX4 reduces a carboxylic acid to a primary alcohol.