
A biologically active compound, Bombykol is obtained from a natural source. The structure of the compound is determined by the following reactions:
(a) On hydrogenation, Bombykol gives a compound , which reacts with acetic anhydride to give an ester.
(b) Bombykol also reacts with acetic anhydride to give another ester, which on oxidative ozonolysis gives a mixture of butanoic acid, oxalic acid and -acetoxy decanoic acid.
Determine the number of double bonds in Bombykol. Write the structures of compound and Bombykol. How many geometrical isomers are possible for Bombykol?

Important Questions on Aldehydes, Ketones and Carboxylic Acids


The decreasing order of the ratio of addition to compounds to is:


The major product expected from the following reaction is



Identify and in the following synthetic scheme and write their structures. Explain the formation of labelled formaldehyde as one of the products when compound is treated with and subsequently ozonolysed. Mark the carbon in the entire scheme.
(gas) [denotes ]
