TY - JOUR
T1 - The mechanisms of decomposition of the 1‐ and 2‐phenyltetralin radical cations
AU - Gallagher, James J.
AU - Chess, Edward K.
AU - Arghestani, Saleh M.
AU - Gross, Michael L.
PY - 1983/3
Y1 - 1983/3
N2 - Mechanisms for decomposition of 1‐ and 2‐phenyltetralins were investigated using low resolution mass spectrometry and metastable ion techniques. Four primary decompositions were observed for 1‐phenyltetralin radical cations: (1) the loss of C6H6 via a 1,4‐elimination; (2) the elimination of ethene via competing losses from carbons 3 + 4 and carbons 2 + 3; (3) the loss of C8H8, probably through a stepwise Diels‐Alder cycloreversion to expel styrene; and (4) the loss of methyl radical involving carbon 2 and possibly carbon 4. Three major decompositions were observed for 2‐phenyltetralin radical cations: (1) the loss of C8H8, possibly through a Diels‐Alder cycloreversion to expel styrene; (2) the loss of C6H6 via a 1,3 elimination; and (3) the loss of methyl radical from carbon 1. Various exchange reactions occur prior to these losses, but they proved to be incomplete even for metastable ions.
AB - Mechanisms for decomposition of 1‐ and 2‐phenyltetralins were investigated using low resolution mass spectrometry and metastable ion techniques. Four primary decompositions were observed for 1‐phenyltetralin radical cations: (1) the loss of C6H6 via a 1,4‐elimination; (2) the elimination of ethene via competing losses from carbons 3 + 4 and carbons 2 + 3; (3) the loss of C8H8, probably through a stepwise Diels‐Alder cycloreversion to expel styrene; and (4) the loss of methyl radical involving carbon 2 and possibly carbon 4. Three major decompositions were observed for 2‐phenyltetralin radical cations: (1) the loss of C8H8, possibly through a Diels‐Alder cycloreversion to expel styrene; (2) the loss of C6H6 via a 1,3 elimination; and (3) the loss of methyl radical from carbon 1. Various exchange reactions occur prior to these losses, but they proved to be incomplete even for metastable ions.
UR - http://www.scopus.com/inward/record.url?scp=84989047854&partnerID=8YFLogxK
U2 - 10.1002/oms.1210180307
DO - 10.1002/oms.1210180307
M3 - Article
AN - SCOPUS:84989047854
SN - 0030-493X
VL - 18
SP - 118
EP - 126
JO - Organic Mass Spectrometry
JF - Organic Mass Spectrometry
IS - 3
ER -