Question

An organic compound ‘A’ C8H6 on treatment with dilute H2SO4 containing mercuric sulphate
gives compound ‘B’. This compound ‘B’ can also be obtained from a reaction of benzene with
acetyl chloride in presence of anhy AlCl3. ‘B’ on treatment with I2 in aq. KOH gives ‘C’ and a
yellow compound ‘D’. Identify A, B, C and D. Give the chemical reactions involved.


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Answer 1

Explanation:

Compound D is iodoform which is formed with compound B by the reaction of I2 in presence of KOH (ie Iodoform reaction). Hence, compound B must have CH3-CO-group. Compound B is obtained by the reaction of an acid chloride with benzene in presence of anhydrous AlCl3. So, compound B is C6H5COCl. Hence, It is also obtained with compound A by the reaction with dil. H2SO4 in presence of HgSO4. So, compound A is Compound B gives iodoform test with I2, and KOH(aq) .