Compound A , C11H16O, was found to be an optically active alcohol. Despite its apparent unsaturation, no hydrogen was absorbed on catalytic reduction over a palladium catalyst. On treatment of A with dilute sulfuric acid, dehydration occurred and an optically inactive alkene B , C11H14, was the major product. Alkene B , on ozonolysis, gave two products. One product was identified as propanal, CH3CH2CHO. Compound C , the other product, was shown to be a ketone, C8H8O. How many degrees of unsaturation does A have? Write the reactions, and identify A , B , and C .
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