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The reaction of alkyl benzyl ethers with dimethyldioxirane: Kinetics

DOI: 10.1515/HC.2008.14.1-2.11

Source and publish data:

Heterocyclic Communications p. 11 - 14 (2008)

Update date:2022-08-10

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Authors:

Jones, Janet W.Jones, Janet W.

Vasquez, Pedro C.Vasquez, Pedro C.

BaumstarkBaumstark

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Article abstract of DOI:10.1515/HC.2008.14.1-2.11

The oxidation of a series of alkyl benzyl ethers, 2a-e, by dimethyldioxirane, 1 (in excess), in dried acetone at 23 °C (under N 2) produced benzaldehyde and the corresponding alcohols in excellent yields. The reaction was found to be of the second order, yielding k2 values on the order of 10-2 M-1 s-1. A decrease in the k2 values was observed with increased alkyl group size yielding a Taft p* value of 0.98.

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Full text of DOI:10.1515/HC.2008.14.1-2.11

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Brought to you by | Purdue University Libraries  
Authenticated  
Download Date | 5/23/15 9:20 PM  
Brought to you by | Purdue University Libraries  
Authenticated  
Download Date | 5/23/15 9:20 PM  
Brought to you by | Purdue University Libraries  
Authenticated  
Download Date | 5/23/15 9:20 PM  

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Product name:Benzaldehyde

Cas No:100-52-7

100-52-7

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