9.25 Propose structures for hydrocarbons that give the following products on oxidative cleavage by KMnO, or 03: (a) CO₂ + CH3[CHz)sCOz (b) {c} HO>C(CHzigCOzh (e) O CH3CO₂H + CO₂H (d) CH, CHO + CHỊCCH,CH, COTH + CO2 + CHÍCH CHICCH LiGH-CH₂CH₂CH₂CC0₂H HCCH₂CH₂CH₂CH₂CCO₂H + CO₂

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter25: Biomolecules: Carbohydrates
Section25.SE: Something Extra
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9.25 Propose structures for hydrocarbons that give the following products on
oxidative cleavage by KMnO, or 03:
{a} COz + CH3CHz5COz4
(b)
(e} HO,CiCHzlgCOzH
(e) O
RCH₂CH₂
RCH=CH₂
HCCH₂CH₂CH₂CH₂CC0₂H + CO₂
9.27 How would you carry out the following conversions? More than one step may
be needed in some instances.
RCH
CH3COzH+
(d)
CH₂CH₂C
CH, CHO + CHCCH, CH, COH + CO2
H
RCHCH3
R-C CH
RCH₂CH₂OH
CO₂H
R-C=C-CH3
O
RCCH3
Transcribed Image Text:9.25 Propose structures for hydrocarbons that give the following products on oxidative cleavage by KMnO, or 03: {a} COz + CH3CHz5COz4 (b) (e} HO,CiCHzlgCOzH (e) O RCH₂CH₂ RCH=CH₂ HCCH₂CH₂CH₂CH₂CC0₂H + CO₂ 9.27 How would you carry out the following conversions? More than one step may be needed in some instances. RCH CH3COzH+ (d) CH₂CH₂C CH, CHO + CHCCH, CH, COH + CO2 H RCHCH3 R-C CH RCH₂CH₂OH CO₂H R-C=C-CH3 O RCCH3
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