Compound a, c6h8, absorbed 3 equivalents of h2 on catalytic hydrogenation over a pd/c catalyst to give b (c6h14). on ozonolysis, compound a gave, among other things, a ketone which was identified as acetone. on treatment with nanh2 in nh3, followed by addition of iodomethane, compound a gave a new hydrocarbon, c (c7h10). draw the structure of compound c.
The structural formula of Compound C is CH₂(CH)₅CH₃.
Compound A is an alkene called Hexatriene, that is, it has three double bonds within its structure. Hydrogen atom is removed when compound A reacts with NaNH₂ in ammonia. Further reaction with iodomethane replaces the hydrogen atom with a methyl group from the iodomethane to form compound C.
Here is the step-wise mechanism:
CH₂(CH)₄CH₂ (With NaNH₂ in NH₃)> CH₂(CH)₄CH⁻ + H⁺
CH₂(CH)₄CH⁻ + CH₃I (Iodomethane) > CH₂(CH)₅CH₃ + I⁻
Compound C is called 1, 3, 5-Heptatriene.
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