1.

A hydrocarbon decolourised bromine water. On ozonolysis it gives 3-methyl butanal and acetaldehyde. Write the structure of the hydrocarbon.

Answer»

Solution : Since the given hydrocarbon decolourises bromine WATER, it MUST be an unsaturated hydrocarbon. On ozonolysis it gives two aldehydes. Therefore, it must be an alkene. The products of ozonolysis are
`UNDERSET("3-methylbutanal")(CH_3 - undersetoverset(|)(CH_3)(C)H - CH_2 - oversetunderset(|)(H)(C)= O)underset("acetaldehyde")(CH_3 - oversetunderset(|)(H)(C) = O)`
The STRUCTURE of the given alkene can be obtained by joining the oxygenated carbons of the two aldehydes by a double BOND. Hence, the given hydrocarbon is
`underset(5-methylhex-2-ene ")(CH_3- undersetoverset(|)(CH_3)(C)H - CH_2 - oversetunderset(|)(H)(C) = oversetunderset(|)(H)(C)- CH_3`


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