Section A
Q1. Answer the following questions :
(a) Explain why the dipole moment of naphthalene is 0.00 D and that of azulene is 1.08 D.
(b) Which one of the following compounds is more acidic? Justify your answer: Ph3CH
(c) Write the structure of the product(s) with proper stereochemical outcome of the following reaction and also the corresponding mechanistic pathway : Ph H Br2 H CO2H
(d) Predict the products of the following reaction showing distribution of the labelled carbon (* = ^{14}C) and the mechanism : O Cl NaOMe
(e) Account for the difference in reactivity of the following two reactions based on diastereomeric chlorohydrins. Write the product in each case : OH Cl Cold \overlineOH/H_2O Slow OH Cl Cold \overlineOH/H_2O Fast
(f) The initial product formed from the reaction of 2-methylcyclohexadiene and dimethylacetylene dicarboxylate on heating is transformed to another product with elimination of a small molecule. Write the structure of each product (initial and final). Also write how these are formed.