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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 26, Number 4
BKCSDE 26(4)
April 20, 2005 

 
Title
Substituent Effect on Fragmentations and Ion-Molecule Reactions of Ionized Alkyn Alcohols
Author
Sung-Seen Choi*, Hun-Young So, Beom-Tae Kim
Keywords
Dehydration, Deacetylenylation, Ion-molecule reaction, 2-Propyn-1-ol, 2-Methyl-3-butyn-2-ol
Abstract
The fragmentation patterns and ion-molecule reactions of two alkyn alcohols, 2-propyn-1-ol (HC≡CCH2OH) and 2-methyl-3-butyn-2-ol (HC≡CC(CH3)2OH), were investigated using Fourier transform mass spectrometry (FTMS). The most abundant fragment ions formed from the molecular ions were [M-H]+ for 2-propyn-1-ol and [M-CH3]+ for 2-methyl-3-butyn-2-ol. The dehydrated ion, [M-H2O]+ was formed only from 2-propyn-1-ol in which α-hydrogen atoms were available for α, α-elimination reaction. The protonated molecules were dissociated into [M+H-H2O]+ and [M+H-C2H2]+ through dehydration and deacetylenylation processes. The formations of [M+H-H2O]+ and [M+H-C2H2]+ from 2-methyl-3-butyn-2-ol were more favorable than those from 2-propyn-1-ol due to stabilization by two methyl groups at α-carbon. Ion-neutral complexes formed at long ion trapping time gave dehydrated and/or deacetylenylated ion products by further dissociation.
Page
609 - 613
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