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Electron impact induced fragmentations of some 2,2‐disubstituted 1,3‐oxathiolanes
Author(s) -
Vainiotalo Pirjo,
Nevalainen Vesa
Publication year - 1986
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210210804
Subject(s) - chemistry , substituent , ring (chemistry) , cleavage (geology) , alkyl , electron ionization , ion , metastability , carbon atom , medicinal chemistry , carbon fibers , bond cleavage , stereochemistry , organic chemistry , catalysis , materials science , fracture (geology) , composite number , composite material , ionization
The electron impact induced fragmentations of nine 2,2‐disubstituted 1,3‐oxathiolanes have been studied by means of exact mass measurement and metastable ion analysis. The ring cleavage almost always takes place so that the C(2)S and C(5)O bonds are broken, leading to the most stable products. The nature of the substituents determines the primary fragmentations of molecular ions. Ring cleavage is important only if both substituents are alkyl groups or if the carbon attaching to the ring has an alkyl character. The loss of the substituent becomes the most favourable process if it is attached to the ring through the electron‐deficient carbon atom.