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Electron‐bombardment and pyrolysis of meso‐ and dl ‐hydrobenzoin cyclic sulfites
Author(s) -
Pritchard J. G.,
Funke Phillip T.
Publication year - 1966
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570030221
Subject(s) - chemistry , sulfite , sulfur , fragmentation (computing) , sulfur dioxide , pyrolysis , ion , yield (engineering) , molecule , organic chemistry , inorganic chemistry , photochemistry , materials science , computer science , metallurgy , operating system
Only a minor yield of sulfur dioxide positive ions is eliminated from the meso‐ and dl ‐hydrobenzoin cyclic sulfite molecules under electron bombardment. Among the principal fragmentation products for both sulfites are very similar yields of ions with m/e 154 and 126, which contain sulfur most probably attached to a phenyl ring. Positive ions apparently corresponding to those of diphenylacetaldehyde, desoxybenzoin, and stilbene are minor products of the positive‐ion fragmentation process of the sulfites. These three compounds along with sulfur dioxide are the products of the pyrolysis of the sulfites at 240‐250°. The principal product from the meso‐sulfite is desoxybenzoin, and from the dl ‐sulfite it is diphenylacetaldehyde. Mechanistic details are discussed.