Aldehydes, Ketones and Carboxylic Acids

An organic compound with the molecular formula C₉H₁₀O forms 2, 4-DNP dervative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzenedicarboxylic acid. Identify the compound.

Write chemical equations for the following conversions:

(i) CH₃CH₂Cl into CH₃CH₂CH₂NH₂     

(ii) C₆H₅CH₂Cl to C₆H₅CH₂CH₂NH₂

Write the structures of products of the following reactions:

An organic compound (A molecular formula C₈H₁₆O₂) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). (C) on dehydration give but -1-ene. Write equations for the reactions involved.

Give the IUPAC  names of the following compounds:                         

(i) PhCH₂CH₂COOH

(ii) (CH₃)₂CCHCOOH]