12. 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). 1. CH3MgBr / dry ether 1. OsO4 1. BH3 / THF a. e. i. m. cyclohexanone 2. H3O+ 2. NaHSO3 / H₂O 2. H₂O2 / NaOH 1. C6H5MgBr / dry ether 1. NaBH4 b. f. j. Mg/ dry ether 2. H3O+ 2. H3O+ C. PBr3 g. HOCH2CH2OH/HCI k. H2/Pd d. MCPBA h. H3O+, heat I. KMnO4. H3O+ a. 2-phenylcyclohexanone b. 1-cyclohexylcyclohexanol

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter11: Addition To Alkynes
Section: Chapter Questions
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12. 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).
1. CH3MgBr / dry ether
1. OsO4
1. BH3 / THF
a.
e.
i.
m.
cyclohexanone
2. H3O+
2. NaHSO3 / H₂O
2. H₂O2 / NaOH
1. C6H5MgBr / dry ether
1. NaBH4
b.
f.
j.
Mg/ dry ether
2. H3O+
2. H3O+
C.
PBr3
g.
HOCH2CH2OH/HCI k.
H2/Pd
d. MCPBA
h.
H3O+, heat
I.
KMnO4. H3O+
a. 2-phenylcyclohexanone
b. 1-cyclohexylcyclohexanol
Transcribed Image Text:12. 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). 1. CH3MgBr / dry ether 1. OsO4 1. BH3 / THF a. e. i. m. cyclohexanone 2. H3O+ 2. NaHSO3 / H₂O 2. H₂O2 / NaOH 1. C6H5MgBr / dry ether 1. NaBH4 b. f. j. Mg/ dry ether 2. H3O+ 2. H3O+ C. PBr3 g. HOCH2CH2OH/HCI k. H2/Pd d. MCPBA h. H3O+, heat I. KMnO4. H3O+ a. 2-phenylcyclohexanone b. 1-cyclohexylcyclohexanol
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