SALT EFFECTS AND THE MECHANISM OF ELECTROPHILIC MERCURATION OF UNSATURATED-COMPOUNDS .3. THE REACTION OF MERCURY ACETATE WITH BORNYLENE IN THE PRESENCE OF SODIUM-ACETATE IN WATER-ORGANIC MEDIA

Authors
KARTASHOV VR MALISOVA NV RADBIL AB SOKOLOVA TN VASILJEVA OV
Citation
Vr. Kartashov et al., SALT EFFECTS AND THE MECHANISM OF ELECTROPHILIC MERCURATION OF UNSATURATED-COMPOUNDS .3. THE REACTION OF MERCURY ACETATE WITH BORNYLENE IN THE PRESENCE OF SODIUM-ACETATE IN WATER-ORGANIC MEDIA, Russian chemical bulletin, 44(3), 1995, pp. 527-531
Citations number
8
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
44
Issue
3
Year of publication
1995
Pages
527 - 531
Database
ISI
SICI code
1066-5285(1995)44:3<527:SEATMO>2.0.ZU;2-E
Abstract
The reaction of Hg(OAc)(2) with bornylene in THF-H2O and CH3CN-H2O mix ed solvents (75 : 25, v/v) was studied. The effects of the addition of NaOAc on the reaction rate and the composition of products were inves tigated. In the CH3CN-H2O mixture, the addition of NaOAc decreases the amount of the rearranged product, fundamentally changes the ratio bet ween the regioisomeric solvoadducts, and promotes the formation of pro ducts of Hg(OAc)(2) addition. The reaction proceeds via an ion pair an d free mercurinium ion; the cation of the ion pair and the free mercur inium ion have dissimilar structures.