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Mass spectrometry in structural and stereo-chemical problems—CXVII: Aliphatic α,β-epoxyketones

✍ Scribed by W. Reusch; Carl Djerassi

Book ID
104202942
Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
958 KB
Volume
23
Category
Article
ISSN
0040-4020

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✦ Synopsis

The mass spectra of 11 a&epoxyketones are reported, and a number of characteristic fragmentation pathways are documented by a combination of high resolution mass measurements and deuterium Iabeiing experiments. The predominant cleavage occurs between the CO group and the oxirane ring with charge retention on the former fragment. Cleavage of @Ikyl groups is also observed. Electron impact induced reamqements of epoxyketones to dicarbonyl ions are discussed; and on the strength of direct comparisons with authentic dicarbonyl compounds, such tnmsformations are not considered to be important.

McLafferty rearmqements involving the CO group are not observed, but hydrogen transfer to the epoxide oxygen is significant.

📜 SIMILAR VOLUMES

Mass spectrometry in structural and ster
Mass spectrometry in structural and stereochemical problems—CXCVIII: A study of the fragmentation processes of some α,β–unsaturated aliphatic ketones
✍ Younus M. Sheikh; A. M. Duffield; Carl Djerassi 📂 Article 📅 1970 🏛 John Wiley and Sons 🌐 English ⚖ 729 KB

In contrast to the numerous studies of the mass spectrometric fragmentation behavior of saturated aliphatic ketones, that of unsaturated ketones has received only scant attention. The present article is concerned with high resolution measurements and deuterium labeling studies of 17 a&unsaturated ke