An alcohol A, when heated with conc. H2SO4 gives an alkene B. When B is bubbled through bromine
water and the product obtained is dehydro-halogenated with excess of sodamide, a new compound C is obtained. The compound C gives D when treated with warm dilute H2SO4.in presence HgSO4. D can also be obtained either by oxidising A with KMnO4 or from acetic acid through its calcium salt. Identify A, B, C and D.
Text Solution
Verified by ExpertsD
Sol. (i) Since D is also obtained by distillation of
calcium acetate as well as by oxidation of A by
KMnO4. Hence, D is acetone and A is propan-2-ol.
2 
Ca 
2CH 3 COCH 3 + 2CaCO 3
Calcium acetate Acetone
(ii) A on treatment with conc. H2SO4 gives B
(iii) B reacts with Br2 and subsequent dehydro—
bromination by NaNH2 produces C.
(iv) C with dil.H2SO4 in presence of HgSO4 gives D.
Hence,
Prepare Smarter with CGP Edu
Get practice questions, solutions, and test series in one place.
Write a Review
Share your experience with this question and solution.
Commentary
Send your comment, doubt, correction, or feedback to admin.
Similar Questions
Explore conceptually related problems