From the table of available reagents select the one(s) you would use to convert: 3-pentanol to 3-bromopentane. 3-pentanol to 3-methylpentane. Use the minimum number of steps; in no case are more than four steps necessary. List reagents by letter in the order that they are used; example: fa. Reagents available a. ВНз, THF; then H2O2, OH f. H2, b. Br2 g. Mg c. CH3MGB.; then H3O+ h. NaBH4; then H3 0+ d. i. PBr3 CrO3, H,SO4, H, 0 e. CH2=0; then H30+ j. РОС3, pyridine

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.63P
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From the table of available reagents select the one(s) you
would use to convert:
3-pentanol to 3-bromopentane.
3-pentanol to 3-methylpentane.
Use the minimum number of steps; in no case are more
than four steps necessary.
List reagents by letter in the order that they are used;
example: fa.
Reagents available
а. ВН3, ТHF; then
H2O2, OH
f. Н2, Pd
b. Br2
g. Mg
c. CH3MgBr; then
H30+
h. NABH4;
then H3O+
d.
i. PB13
CrO3, H, SO4, H20
e. CH2=0; then
H3O+
j. POC1 ,
pyridine
Transcribed Image Text:From the table of available reagents select the one(s) you would use to convert: 3-pentanol to 3-bromopentane. 3-pentanol to 3-methylpentane. Use the minimum number of steps; in no case are more than four steps necessary. List reagents by letter in the order that they are used; example: fa. Reagents available а. ВН3, ТHF; then H2O2, OH f. Н2, Pd b. Br2 g. Mg c. CH3MgBr; then H30+ h. NABH4; then H3O+ d. i. PB13 CrO3, H, SO4, H20 e. CH2=0; then H3O+ j. POC1 , pyridine
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