1.

Compound (A) on treatment with NaNH_(2) followed by CH_(3)CH_(2)Br gave compound 'B' produced compound C, which on ozonolysis gave a carbonyl compound 'D', (C_(3)H_(6)O). Compound 'D' did not response to iodoform test with I_(2)//KI and NaOH. Find out the structures of 'A','B','C' and 'D'.

Answer»

Solution :A) `CH_(3)CH_(2)C-=CH, (B) CH_(3)CH_(2)-C-=C-CH_(2)CH_(3)`
c) `CH_(3)CH_(2)CH=CH=CH_(2)CH_(3)` . D) `CH_(3)CH_(2)CHO`


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