
TY  - JOUR
A1  - Bowie, JH 
A1  - Stringer, MB 
A1  - Duus, F 
A1  - Lawesson, S 
A1  - Larsson, FCV 
A1  - Madsen, J+ 
T1  - Fragmentations of organic negative ions. Mercapto acids and esters. A reinvestigation
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1984
VL  - 37
IS  - 8
SP  - 1619
EP  - 1624
KW  - 
UR  - https://doi.org/10.1071/CH9841619 
N2  - Thioglycollates and &#946;-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 &#945; 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. 
ER  -

