The Thermal Cis-Transisomerization of Cinnamic Acid Catalyzed by Iodine

Author: Lotzkar, Harry

Year: 1937

Degree: Master's thesis

Advisor: Dickinson, Roscoe Gilkey

Committee Member: Unknown, Unknown

Option: Chemistry

DOI: 10.7907/53cg-va67

Abstract

In this investigation, a study was made of the kinetics and mechanism suggested by the kinetics of the iodine-catalyzed thermal conversion of cis-cinnamic acid to trans-cinnamic acid. Berthoud and Urech studied the kinetics of the iodine-sensitized photo-chemical conversion of cis-cinnamic acid to trans-cinnamic acid and proposed a mechanism for it. They found that the reaction rate is given by

[Equation. See abstract in scanned thesis for details]

They suggested the following mechanism for the photochemical conversion:

I2 + h✓ → 2I

C + I → CI

CI → TI

TI → T + I

2I → I2

where C and T denote cis-cinnamic acid and trans-cinnamic acid, resp. Structurally, the conversion is represented as follows:

[Formula. See abstract in scanned thesis for details]

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