Date of Graduation

1968

Document Type

Dissertation

Committee Chair

Denis W.H. MacDowell

Committee Member

Gabor B. Fodor

Committee Member

John H. Gruninger

Committee Member

Frederick J. Lotspeich

Committee Member

C. Gordon McCarty

Abstract

In a study with variation of the ylid-nitrobenzene ratio and subsequent treatment with air, the optimum reaction conditions for the methylation of nitrobenzene with dimethyloxosulfonium ylid were found to be an 8-fold molar excess of methylid over nitrobenzene, and initial reaction for 15 minutes in an atmosphere of nitrogen, followed IX by passing air through the reaction mixture for 5 hours prior to work-up. With these experimental conditions the nitrotoluene yield was increased from 17$ to 40–50$, dialkylation was observed, and essentially no nitrobenzene was recovered.

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