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Topic: alkenes that yeild exclusively propanoic acid  (Read 7779 times)

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Offline hermeem83

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alkenes that yeild exclusively propanoic acid
« on: July 11, 2007, 01:19:55 PM »
What are the two alkenes, which contain only one double bond, that yeild exclusively propanoic acid upon oxidation with hot concentrated KMnO4?

Offline lemonoman

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Re: alkenes that yeild exclusively propanoic acid
« Reply #1 on: July 11, 2007, 01:38:28 PM »
To answer this, we need to know:

What effect does KMnO4 have on alkenes?

Offline Rico

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Re: alkenes that yeild exclusively propanoic acid
« Reply #2 on: July 12, 2007, 04:05:00 PM »
Alkenes undergoes oxidative cleavage upon treatment with KMnO4 in acid. The two alkenes that yield exclusively propanoic acid must then be 3-hexene and 1-butene.

CH3CH2CH=CHCH2CH3 -> CH3CH2COOH + HOOCCH2CH3
        3-hexene


CH3CH2CH2=CH2 -> CH3CH2COOH + CO2
     1-butene

1-butene yields exclusively propanoic acid since the carbon dioxide bubbles out of the reaction mixture.

Offline sjb

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Re: alkenes that yeild exclusively propanoic acid
« Reply #3 on: July 13, 2007, 09:51:12 AM »
CH3CH2CH2=CH2 -> CH3CH2COOH + CO2
     1-butene

1-butene yields exclusively propanoic acid since the carbon dioxide bubbles out of the reaction mixture.

Good spot! I hadn't thought of that argument :)

Make that 3 alkenes that give propanoic acid then....

Offline AWK

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Re: alkenes that yeild exclusively propanoic acid
« Reply #4 on: July 13, 2007, 10:40:23 AM »
There are two isomers of 3-hexene
AWK

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