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Effect of alkali metal cationization on the collision-induced decomposition of alkyl per-O-acetyl-2-deoxy-2-halo-α-O-mannopyranosides

✍ Scribed by K. P. Madhusudanan; A. Rani; B. Kumar; S. N. Suryawanshi


Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
472 KB
Volume
28
Category
Article
ISSN
1076-5174

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✦ Synopsis


The effect of alkali metal cationization on the collision-induced decomposition of alkyl per-O-acetyl-2deoxy-2bromo-and-iodou-0-mannopyranosides was studied. The bromo sugars gave fairly abundant MH' , whereas for the iodo sugars the MH' ions were insignificant. However, both the bromo and the iodo derivatives gave abundant M + alkali metal ion complexes. In contrast to the behaviour of the MH+ ion, the (M + Lil', [M + Na] ' and IM + K ] ' ions of these compounds do not decompose by loss of the C(1) substituent. Elimination of AcOH is the preferred fragmentation pathway of ( M + Cat] ' . Elimination of HX occurs only after loss of AcOH and CH,CO from MH', whereas ( M + Cat]' directly loses HX. The elimination of HX is more pronounced from ( M + Na] ' and ( M + K ] ' than from ( M + Li] '. Loss of AcOLi is an additional fragmentation route observed in the case of the decomposition of ( M + Li] + ion.