CH3CH2CH2C=CH CH3CH2CH2CHO Reagents a Br2 CH2l2 / Zn(Cu) / ether e 1. O3 2. Zn / H3o* b CH3I H2 / Lindlar catalyst Li in NH3 CH3CH2I g H2 over Pd/C KOH / ethanol k CH3CH2CH,Br 1. BH3 in THF NaNH, / NH3 2. H2O2 in NaOH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter18: Ethers And Epoxides; Thiols And Sulfides
Section18.SE: Something Extra
Problem 62GP: The Zeisel method is an old analytical procedure for determining the number of methoxyl groups in a...
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Which steps would require this synthesis to carry out ?

CH3CH2CH2C=CH
CH3CH2CH,CHO
Reagents
Br2
CH212 / Zn(Cu) / ether
1. O3 2. Zn / H3O*
b.
CH3I
if
H2 / Lindlar catalyst
Li in NH3
CH;CH,I
6.
H2 over Pd/C
KOH / ethanol
d.
CH3CH2CH,Br
1. BH, in THF
2. H2O2 in NaOH
一
NaNH, / NH3
Transcribed Image Text:CH3CH2CH2C=CH CH3CH2CH,CHO Reagents Br2 CH212 / Zn(Cu) / ether 1. O3 2. Zn / H3O* b. CH3I if H2 / Lindlar catalyst Li in NH3 CH;CH,I 6. H2 over Pd/C KOH / ethanol d. CH3CH2CH,Br 1. BH, in THF 2. H2O2 in NaOH 一 NaNH, / NH3
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9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning