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The retroaldol reaction of 3-penten-2-one: equilibrium constant for hydration and rate constants for the hydration and retroaldol reactions in base

 

作者: J. Peter Guthrie,  

 

期刊: Canadian Journal of Chemistry  (NRC Available online 1981)
卷期: Volume 59, issue 1  

页码: 45-49

 

ISSN:0008-4042

 

年代: 1981

 

DOI:10.1139/v81-008

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

In aqueous sodium hydroxide solutions at 25 °C, 3-penten-2-one undergoes retroaldol cleavage to acetone and acetaldehyde. The kinetics can be followed spectrophotometrically, and show two exponential phases with rather different rate constants. By a new analysis of the mathematical solution to this system we have been able to derive an improved method for calculating the microscopic rate constants. These rate constants arekhyd = 2.89 × 10−3 M−1 s−1,kdehyd = 4.04 × 10−4 M−1 s−1, andkretro = 3.36 × 10−4 M−1 s−1. The equilibrium constant for hydration of 3-penten-2-one (standard state for water is the pure liquid) is 7.13.

 

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