Author:
Bowie JH,Stringer MB,Duus F,Lawesson S,Larsson FCV,Madsen J+
Abstract
Thioglycollates and β-thiopropionates
with SH and/or CO2H groups yield pronounced (M-H)- ions in their
negative ion spectra, not molecular negative ions as we previously reported.
Compounds containing R1-S-CH2- functionality (R1
= alkyl or aryl) undergo α cleavage to S to yield R1S- and
-S-CH2-ions. Hydrogen rearrangements are rare but thioglycollates R1SCH2CO2H
characteristically eliminate R1SH to yield CH2CO2-.
Fragment negative ions generally do not contain enough excess energy to allow
decomposition, so we have studied their collision induced dissociations. Simple
cleavage reactions are usual: for example BuSCH2CO2-
decomposes to yield both BuS- and BuSCH2-.
Group migration to sulfur is also observed; for example, ions -SCH2CO2R2
(R2 = alkyl or aryl) eliminate carbon dioxide to produce R2SCH2-
as the major product.
Cited by
15 articles.
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