Propose structures for hydrocarbons that give the

Chapter 9, Problem 9

(choose chapter or problem)

Propose structures for hydrocarbons that give the following products on oxidative cleavage by $\mathrm{KMnO_4}$ or $\mathrm{O_3}$:

Equation Transcription:

$KMn{O}_{4}$

${O}_{3}$

$C{O}_{2}+C{H}_{3}(C{H}_{2}{)}_{5}C{O}_{2}H$

$C{H}_{3}C{O}_{2}H$

$C{O}_{2}H$

$H{O}_{2}C(C{H}_{2}{)}_{8}C{O}_{2}H$

$C{H}_{3}CHO+C{H}_{3}CC{H}_{2}C{H}_{2}C{O}_{2}H+C{O}_{2}$

$HCC{H}_{2}C{H}_{2}C{H}_{2}C{H}_{2}CC{O}_{2}H+C{O}_{2}$

Text Transcription:

KMnO_4

O_3

CO_2+CH_3(CH_2)_5CO_2H

CH_3CO_2H

CO_2H

HO_2C(CH_2)_8CO_2H

CH_3CHO+CH_3CCH_2CH_2CO_2H+CO_2

HCCH_2CH_2CH_2CH_2CCO_2H+CO_2

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