TY - JOUR
T1 - Generation of gas-phase sodiated arenes such as [Na3(C 6H4)+] from benzene dicarboxylate salts
AU - Attygalle, Athula B.
AU - Chan, Chang Ching
AU - Axe, Frank U.
AU - Bolgar, Mark
PY - 2010/1
Y1 - 2010/1
N2 - Upon collision-induced activation, gaseous sodium adducts generated by electrospray ionization of disodium salts of 1,2- 1,3-, and 1,4-benzene dicarboxylic acids (m/z 233) undergo an unprecedented expulsion of CO 2 by a rearrangement process to produce an ion of m/z 189 in which all three sodium atoms are retained. When isolated in a collision cell of a tandem-in-space mass spectrometer, and subjected to collision-induced dissociation (CID), only the m/z 189 ions derived from the meta and para isomers underwent a further CO2 loss to produce a peak at m/z 145 for a sodiated arene of formula (Na3C6H4) +. This previously unreported m/z 145 ion, which is useful to differentiate meta and para benzene dicarboxylates from their ortho isomer, is in fact the sodium adduct of phenelenedisodium. Moreover, the m/z 189 ion from all three isomers readily expelled a sodium radical to produce a peak atm/z 166 for a radical cation [(•C6H4CO 2Na2)+], which then eliminated CO2 to produce a peak atm/z 122 for the distonic cation (•C 6H4Na2)+.
AB - Upon collision-induced activation, gaseous sodium adducts generated by electrospray ionization of disodium salts of 1,2- 1,3-, and 1,4-benzene dicarboxylic acids (m/z 233) undergo an unprecedented expulsion of CO 2 by a rearrangement process to produce an ion of m/z 189 in which all three sodium atoms are retained. When isolated in a collision cell of a tandem-in-space mass spectrometer, and subjected to collision-induced dissociation (CID), only the m/z 189 ions derived from the meta and para isomers underwent a further CO2 loss to produce a peak at m/z 145 for a sodiated arene of formula (Na3C6H4) +. This previously unreported m/z 145 ion, which is useful to differentiate meta and para benzene dicarboxylates from their ortho isomer, is in fact the sodium adduct of phenelenedisodium. Moreover, the m/z 189 ion from all three isomers readily expelled a sodium radical to produce a peak atm/z 166 for a radical cation [(•C6H4CO 2Na2)+], which then eliminated CO2 to produce a peak atm/z 122 for the distonic cation (•C 6H4Na2)+.
KW - Benzene dicarboxylic acids
KW - Collision-induced dissociation
KW - Positive ions
KW - Sodiated arenes
KW - Sodium adducts
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U2 - 10.1002/jms.1690
DO - 10.1002/jms.1690
M3 - Article
C2 - 19882592
AN - SCOPUS:75149184528
SN - 1076-5174
VL - 45
SP - 72
EP - 81
JO - Journal of Mass Spectrometry
JF - Journal of Mass Spectrometry
IS - 1
ER -