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Preparation of 2-Picolylarsonic Acid and its Reductive Cleavage by Ascorbic Acid/Iodine and by Thiophenol.
- Source :
- Phosphorus, Sulfur & Silicon & the Related Elements; Dec2002, Vol. 177 Issue 12, p2773-2783, 11p, 4 Diagrams
- Publication Year :
- 2002
-
Abstract
- Contrary to dialkylaminoethyl halides, 2-picolyl chloride reacts with alkaline arsenite to give nearly quantitative yields 2-picolylarsonic acid. This acid is decomposed by ascorbic acid in the presence of catalytic amounts of iodine to 2-picoline and arsenious acid, most likely by hydride transfer from the ascorbic acid. Thiophenol decomposes this arsonic acid very quickly to 2-picoline, diphenyl disulfide and triphenyl trithioarsenite. In this case a proton from the thiophenol is transferred to the incipient 2-picolyl carbanion. [ABSTRACT FROM AUTHOR]
- Subjects :
- ACIDS
CHLORIDES
HALIDES
CHEMICAL processes
CHEMICAL decomposition
Subjects
Details
- Language :
- English
- ISSN :
- 10426507
- Volume :
- 177
- Issue :
- 12
- Database :
- Complementary Index
- Journal :
- Phosphorus, Sulfur & Silicon & the Related Elements
- Publication Type :
- Academic Journal
- Accession number :
- 11437604
- Full Text :
- https://doi.org/10.1080/10426500214875