How would you synthesize the following compounds from cyclohexanone using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Reagents a 1. CH3MgBr/dry ether 2 H3O+ e 1. OsO4 i 1. BH3/THF 2. NaHSO3/H2O 2. H₂O₂ / NaOH b 1. C6H5MgBr / dry ether f 1. NaBH4 j Mg / dry ether 2 H3O+ 2. H3O+ с PBr3 g HOCH2CH2OH/HCI k H2/Pd d m-chloroperbenzoic h H3O+ / heat I CrO3 / H3O+ acid m cyclohexanone a) cyclohexylbenzene b) 2-phenylcyclohexanone Submit Answer Try Another Version 3 item attempts remaining

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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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How would you synthesize the following compounds from cyclohexanone
using reagents from the table?
Use letters from the table to list reagents in the order used (first at the left).
Reagents
a
1. CH3MgBr/dry ether
2 H3O+
e
1. OsO4
i
1. BH3/THF
2. NaHSO3/H2O
2. H₂O₂ / NaOH
b
1. C6H5MgBr / dry ether
f
1. NaBH4
j
Mg / dry ether
2 H3O+
2. H3O+
с
PBr3
g
HOCH2CH2OH/HCI
k
H2/Pd
d
m-chloroperbenzoic
h
H3O+ / heat
I
CrO3 / H3O+
acid
m
cyclohexanone
a) cyclohexylbenzene
b) 2-phenylcyclohexanone
Submit Answer
Try Another Version
3 item attempts remaining
Transcribed Image Text:How would you synthesize the following compounds from cyclohexanone using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Reagents a 1. CH3MgBr/dry ether 2 H3O+ e 1. OsO4 i 1. BH3/THF 2. NaHSO3/H2O 2. H₂O₂ / NaOH b 1. C6H5MgBr / dry ether f 1. NaBH4 j Mg / dry ether 2 H3O+ 2. H3O+ с PBr3 g HOCH2CH2OH/HCI k H2/Pd d m-chloroperbenzoic h H3O+ / heat I CrO3 / H3O+ acid m cyclohexanone a) cyclohexylbenzene b) 2-phenylcyclohexanone Submit Answer Try Another Version 3 item attempts remaining
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