-Compound A, C 6 H 8 , absorbed 3 equivalents of H 2 on catalytic hydrogenation

Question

-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 B.

-Acetylenic fatty acids are found in many tropical plants. Compound J, C18H26O2, is one such compound; it absorbs 5 equivalents of H2 when treated with H2 over a Pd/C catalyst. Ozonolysis of compound J produces the following products:
6-oxohexanoic acid (HOOC(CH2)4CHO)
oxalic acid (HOOCCOOH)
formaldehyde (HCHO)
nonanedioic acid (HOOC(CH2)7COOH)

Draw the structure of compound J.

Explanation / Answer

-Compound A, C 6 H 8 , absorbed 3 equivalents of H 2 on catalytic hydrogenation

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