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isomerization of fat under basic conditions
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Topic: isomerization of fat under basic conditions (Read 4863 times)
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briteyellowness
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isomerization of fat under basic conditions
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on:
August 14, 2005, 10:49:19 AM »
so, how does this happen? i've been told that a fatty acid salt can be unsaturated, and then it can isomerize. but i don't understand how it can isomerize under the conditions: NaOH and temp> 100 C, thanks!
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Organic Minion
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Re:isomerization of fat under basic conditions
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Reply #1 on:
August 14, 2005, 12:15:50 PM »
What can happen if you deprotonate the allylic carbon in an alkene? What can the intermediate do before reprotonation?
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briteyellowness
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Re:isomerization of fat under basic conditions
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Reply #2 on:
August 14, 2005, 03:45:16 PM »
oh, i see, so the double bond can kind of shift over after deprotonation and then its' a different molecule? the way i was thinking was going from a cis to a trans bond. is there anyway that is able to happen?
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Organic Minion
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Re:isomerization of fat under basic conditions
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Reply #3 on:
August 14, 2005, 04:55:21 PM »
Yeah, you could get either alkene migration or cis/trans isomerization through essentially the same mechanism. Whether you get migration or not just depends on which end of the allylic system gets protonated.
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isomerization of fat under basic conditions