Date of Award:

5-1953

Document Type:

Thesis

Degree Name:

Master of Science (MS)

Department:

Chemistry and Biochemistry

Advisor/Chair:

Hanes O. Van Orden

Abstract

Fife and O'Shaughnessy have made a serices of di-esters by allowing the sodium salts of various fatty acids to react with ethyl monochloracetate according to the following equation:

RCO2 Na + ClCH2 CO2 C2 H5 -----------> RCO2CH2CO2 C2 H5 + NaCL

The mechanism of the reaction appears to be ionic and to involve the attack of an RCO2- ion on the carbon atom to which the chlorine atom is attached. As the RCO2- approaches this carbon atom the chlorine atom moves away and leaves as a chloride ion. This reaction appears to be similar to the Williamson synthesis of ethers:

RONa + R'X --------------> ROR' + NaX

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