The compound with the subsequent chemical formula

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Compound A has the molecular formula C14H25Br as well as was obtained by reaction of sodium acetylide with 1, 12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the compound with the subsequent chemical formula: HO2C (CH2)12COOH (a diacid for the reason that it has two acid functional groups on each end). Catalytic hydrogenation of compound B over Lindar palladium gave compound C (C14H26) also hydrogenation of compound B over platinum gave compound D (C14H28). Sodium-ammonia reaction of compound B gave compound E (C14H26). Both C and E yielded O=CH(CH2)12CH=O on ozonolysis. Allocate structures to compounds A through E therefore as to be consistent with the observed transformations.

Reference no: EM13660459

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