Question

eference Compound A, CH,60, was found to be an optically active alcohol. Despite its apparent unsaturation, no hydrogen was absorbed on catalytic reduction over a Pd/C eatalyst. On treatment of A with dilute H,SO dehydration occurred and an optically inactive alkene B, CH14 was produced as the major product. Alkene B, on ozonolysis, gave two products. Product C, C-H,0, was shown to be an aldehyde while product D, CH,O, was shown to be a ketone. Draw the structure of compound D. You do not have to consider stereochemistry You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. pt pt 1 pt Previous Next Chomnonile

Answer 1

Double bond.equivalent of 941 64960 = 14+1-1 = 4 conclusion One benzene ring is presento (It doesn't get reduced by palle catalyst) OR oranalysis we get an aldehyde and ketone o son the structure of the alkene must be loke ara för VRI

of r ol+ AGHIGO (optically as the Beilen (egines) p(ed theo) coprically inactore) (Aldehyde) (kefone)

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Draw the product as directed in chemdoodle.