Reactions of diacetylene radical cation with ethylene.
Ion-molecule reactions and energy-resolved mass spectrometry have been used to determine the structures of the products formed in the reaction of diacetylene radical cation with ethylene in a flowing afterglow-triple quadrupole instrument. The structure of the adduct ion, C(6)H(6)(.+), has been determined to be that of singly ionized benzene. The reaction thus presents a first example of the ability of diacetylene radical cation to undergo an aromatic ring forming reaction. The other products formed in the reaction are m/z 52, C(4)H(4)(.+), and m/z 39, C(3)H(3)(+). Isotopic labeling studies show that C(4)H(4)(.+) and C(3)H(3)(+) are formed with nearly statistical hydrogen incorporation, indicating a complex mechanism that scrambles all protons.
Goebbert
Daniel J
DJ
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907-2084, USA.
Liu
Xinping
X
Wenthold
Paul G
PG
D000114:Acetylene / Q000031:analogs & derivatives / Q000737:chemistry*; D002412:Cations; D005030:Ethylenes / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry*
D002412:Cations; D005030:Ethylenes; D005609:Free Radicals; C036216:ethylene; D000114:Acetylene