Which of the following reaction sequences would convert 2- butanol into the deuterated compound below? CH;CH,CHCH3 он H;SO4 (1) BD3/THF A) heat (2) H202, NaOH Он H;SO4 D2/Pt B) heat он PBR3 (1) Mg, diethyl ether C) (2) D20 Он PBR3 N2OD, D20 D) A D B. C.

Which of the following reaction sequences would convert 2- butanol into the deuterated compound below? CH;CH,CHCH3 он H;SO4 (1) BD3/THF A) heat (2) H202, NaOH Он H;SO4 D2/Pt B) heat он PBR3 (1) Mg, diethyl ether C) (2) D20 Он PBR3 N2OD, D20 D) A D B. C.

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter19: Carboxylic Anhydrides, Esters, And Amides

Section: Chapter Questions

Problem 19.47P

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Question

Which of the following reaction sequences would convert 2-
butanol into the deuterated compound below?
CH;CH,CHCH3
он
H;SO4
(1) BD3/THF
A)
heat
(2) H202, NaOH
Он
H;SO4
D2/Pt
B)
heat
он
PBR3
(1) Mg, diethyl ether
C)
(2) D20
Он
PBR3
N2OD, D20
D)
A
D
B.
C.

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