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Topic: MS: A specific rule of fragmentation  (Read 1796 times)

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Offline shafaifer

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MS: A specific rule of fragmentation
« on: November 19, 2014, 01:33:52 PM »
Can 2-methylbutanoic acid lose a butyl group or can it lose an ethyl group and afterwards an ethyl group again?

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Offline Bidagdha_TADIR

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Re: MS: A specific rule of fragmentation
« Reply #1 on: November 19, 2014, 07:15:25 PM »
My teacher taught us that fragmentation pattern of carboxylic acid dictates -

[RCH2COOH]+·   :rarrow:  [RCH2CO]+ + ·OH

[RCH2COOH]+  :rarrow:  RCH2+  +   ·COOH

[RCH2COOH]+   :rarrow:  RCH2·  +   [COOH]+

[RCH2COOH]+   :rarrow:  [CH2=C(OH)2]+ +  alkene (when γ hydrogen is available)

So, in my opinion there is no chance to loose ethyl group. It will lose butyl group.

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