The Thermal Cis-Transisomerization of Cinnamic Acid Catalyzed by Iodine

Citation

Lotzkar, Harry (1937) The Thermal Cis-Transisomerization of Cinnamic Acid Catalyzed by Iodine. Master's thesis, California Institute of Technology. doi:10.7907/53cg-va67. https://resolver.caltech.edu/CaltechTHESIS:03182025-211218731

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]

Item Type:	Thesis (Master's thesis)
Subject Keywords:	(Chemistry)
Degree Grantor:	California Institute of Technology
Division:	Chemistry and Chemical Engineering
Major Option:	Chemistry
Thesis Availability:	Public (worldwide access)
Research Advisor(s):	Dickinson, Roscoe Gilkey
Thesis Committee:	Unknown, Unknown
Defense Date:	1937
Record Number:	CaltechTHESIS:03182025-211218731
Persistent URL:	https://resolver.caltech.edu/CaltechTHESIS:03182025-211218731
DOI:	10.7907/53cg-va67
Default Usage Policy:	No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:	17071
Collection:	CaltechTHESIS
Deposited By:	Ben Maggio
Deposited On:	31 Mar 2025 18:48
Last Modified:	31 Mar 2025 18:53

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