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Chemistry, 26.11.2019 04:31 gracetay6873

compound a has the molecular formula c14h25br and 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 following chemical formula: ho2c(ch2)12cooh (a diacid because it has two acid functional groups on each end). catalytic hydrogenation of compound b over lindar palladium gave compound c (c14h26) and 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. assign structures to compounds a through e so as to be consistent with the observed transformations.

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