11. How would you synthesize the following substances from benzaldehyde and reagents from the table? In general, the fewer the steps, the better the synthesis. You should not need more than four steps. Use letters from the table below to list reagents in the order used (first at the left). 1. BH3 / THF a. CH2=O e. KMnO4. H3O+ i. m. NaNH2 / NH3 2. H2O2NaOH 1. CH3MgBr / dry ether 1. P(C6H5)3 b. f. j. n. Mg/ dry ether 2. H3O+ 2. BuLi Dess-Martin C. (C6H5)3P+-CH2 g. k. Br2 periodinane d. о NH I acid h. NaBH4. H3O+ I. PBr3 a. b. OH HO

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
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11. How would you synthesize the following substances from benzaldehyde and reagents from the table? In general,
the fewer the steps, the better the synthesis. You should not need more than four steps.
Use letters from the table below to list reagents in the order used (first at the left).
1. BH3 / THF
a.
CH2=O
e.
KMnO4. H3O+
i.
m.
NaNH2 / NH3
2. H2O2NaOH
1. CH3MgBr / dry ether
1. P(C6H5)3
b.
f.
j.
n.
Mg/ dry ether
2. H3O+
2. BuLi
Dess-Martin
C.
(C6H5)3P+-CH2
g.
k.
Br2
periodinane
d.
о
NH I acid
h.
NaBH4. H3O+
I.
PBr3
a.
b.
OH
HO
Transcribed Image Text:11. How would you synthesize the following substances from benzaldehyde and reagents from the table? In general, the fewer the steps, the better the synthesis. You should not need more than four steps. Use letters from the table below to list reagents in the order used (first at the left). 1. BH3 / THF a. CH2=O e. KMnO4. H3O+ i. m. NaNH2 / NH3 2. H2O2NaOH 1. CH3MgBr / dry ether 1. P(C6H5)3 b. f. j. n. Mg/ dry ether 2. H3O+ 2. BuLi Dess-Martin C. (C6H5)3P+-CH2 g. k. Br2 periodinane d. о NH I acid h. NaBH4. H3O+ I. PBr3 a. b. OH HO
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