Studies in oxidation: Oxidation of some aromatic secondary alcohols with chromium (VI) oxide—Part II

1961 ◽  
Vol 53 (2) ◽  
pp. 80-88 ◽  
Author(s):  
N. Venkatasubramanian
Keyword(s):  
Secondary Alcohols ◽  
Chromium Vi

Compounds of chromium(VI): The pyridine – chromic anhydride complex, benzimidazolinium dichromate, and three 2-alkyl-1H-benzimida -zolinium dichromates

2003 ◽  
Vol 81 (6) ◽  
pp. 612-619 ◽  
Author(s):  
T Stanley Cameron ◽  
Jason AC Clyburne ◽  
Pramod K Dubey ◽  
J Stuart Grossert ◽  
K Ramaiah ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Chromium Trioxide ◽  
Aqueous Acetic Acid ◽  
Secondary Alcohols ◽  
Chromic Anhydride ◽  
Acid Base ◽  
Chromium Vi ◽  
Oxidation Of Alcohols ◽  
Dichromate Anions

Pyridine, when allowed to react with chromic anhydride under strictly anhydrous conditions, gives the known, very air-sensitive, crystalline 2:1 Lewis acid–base complex 1. The crystal structure has now been successfully determined. When benzimidazole and three 2-alkyl-1H-benzimidazoles were treated with chromium trioxide in aqueous acetic acid, crystalline dichromate salts (2–5) were readily formed. These salts consist of dichromate anions linked to the cations by hydrogen bonds of the type N—H···O. The chromium atoms have distorted tetrahedral environments, with the Cr—O distances being typical for dichromate anions. In the cases of the 2-methyl and 2-ethyl salts, the anions are disordered about a centre of inversion. The hydrogen bonding arrangements are discussed and the structures are compared with other oxygenated chromium(VI) species. The dichromate salts are useful selective oxidants for a range of primary and secondary alcohols; examples of these reactions are reported.Key words: chromium(VI), pyridine – chromium trioxide complex, benzimidazolinium dichromate salts, controlled oxidation of alcohols.

scholarly journals Kinetic Isotope Effects in the Chromium(VI) Oxidation of Bicyclic Alcohols

1999 ◽  
Vol 23 (2) ◽  
pp. 146-147
Author(s):  
J. Hodge Markgraf ◽  
Jordan S. Dubow ◽  
Jessica A. Charland ◽  
Elliott H. Sohn
Keyword(s):  
Rate Constants ◽  
Acidic Solution ◽  
Isotope Effects ◽  
Activation Parameters ◽  
Kinetic Isotope Effects ◽  
Secondary Alcohols ◽  
First Order ◽  
Chromium Vi ◽  
Kinetic Isotope ◽  
Pseudo First Order

Pseudo first-order rate constants are determined for the oxidation of a series of secondary alcohols and their monodeutero analogues by ammonium chromate in aqueous acidic solution at several temperatures; the relative rates and activation parameters are consistent with a cyclic, symmetrical transition state.

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