The Formation of Alkyl Acetate in the Reaction of Trialkylborane with Lead(IV) Acetate or Phenyliodoso Acetate
- 1 March 1978
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 51 (3) , 901-904
- https://doi.org/10.1246/bcsj.51.901
Abstract
In the reaction of trialkylborane with lead(IV) acetate or phenyliodoso acetate in benzene, about two thirds of the alkyl groups of trialkylborane were converted to the corresponding alkyl acetate without any isomerization of the alkyl group. Lead(IV) acetate reacted preferentially with the secondary alkyl group, while phenyliodoso acetate reacted only with the primary alkyl group. In either reaction, one mole of oxidizing agent was consumed for the formation of one mole of alkyl acetate.Keywords
This publication has 9 references indexed in Scilit:
- Reactions of Organoboranes with Ferric Chloride and Thiocyanate. Convenient Syntheses of Alkyl Chlorides and Thiocyanates from Olefins via HydroborationBulletin of the Chemical Society of Japan, 1974
- Homolytic and ionic mechanisms in the ligand-transfer oxidation of alkyl radicals by copper(II) halides and pseudohalidesJournal of the American Chemical Society, 1972
- I. Ligand transfer of halides (chloride, bromide, iodide) and pseudohalides (thiocyanate, azide, cyanide) from copper(II) to alkyl radicalsThe Journal of Organic Chemistry, 1971
- Oxidation with Lead(IV). I. Mechanism of the Decarboxylation of Pentanoic AcidsJournal of the American Chemical Society, 1965
- Studies of Ligand Transfer between Metal Halides and Free Radicals from Peroxides1Journal of the American Chemical Society, 1965
- The Decomposition of Peroxides Catalyzed by Copper Compounds and the Oxidation of Alkyl Radicals by Cupric SaltsJournal of the American Chemical Society, 1963
- The Air Oxidation of TrialkylboranesJournal of the American Chemical Society, 1961
- THE CHROMIC ACID OXIDATION OF ORGANOBORANES—A CONVENIENT PROCEDURE FOR CONVERTING OLEFINS INTO KETONES via HYDROBORATIONJournal of the American Chemical Society, 1961
- PREPARATION OF BENZYL ESTERS OF SOME HIGH-BOILING ACIDSJournal of the American Chemical Society, 1922