Draw the products formed when CH3COCH2CH2CH = CH2 is treated with each reagent:(a) LiAlH4, then H2O;(b) NaBH4 in CH3OH;(c) H2 (1 equiv), Pd-C;(d) H2 (excess), Pd-C;(e) NaBH4 (excess) in CH3OH;(f) NaBD4 in CH3OH.

Draw the products formed when CH3COCH2CH2CH = CH2 is treated with each reagent:(a) LiAlH4, then H2O;(b) NaBH4 in CH3OH;(c) H2 (1 equiv), Pd-C;(d) H2 (excess), Pd-C;(e) NaBH4 (excess) in CH3OH;(f) NaBD4 in CH3OH.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 52AP

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Question

Draw the products formed when CH3COCH2CH2CH = CH2 is treated with each reagent:
(a) LiAlH4, then H2O;
(b) NaBH4 in CH3OH;
(c) H2 (1 equiv), Pd-C;
(d) H2 (excess), Pd-C;
(e) NaBH4 (excess) in CH3OH;
(f) NaBD4 in CH3OH.

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