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University of Arkansas, Fayetteville

Organic Chemistry

1991

Articles 1 - 2 of 2

Full-Text Articles in Physical Sciences and Mathematics

Preparation Of A Series Of Substituted N-Phenyl-5-Bromo-6-Chloro- And 5-Bromo-6-Chloronicotinates Of Potential Agricultural Interest, Frank L. Setliff, Maximillia M. Muguluma, Jody Z. Caldwell Jan 1991

Preparation Of A Series Of Substituted N-Phenyl-5-Bromo-6-Chloro- And 5-Bromo-6-Chloronicotinates Of Potential Agricultural Interest, Frank L. Setliff, Maximillia M. Muguluma, Jody Z. Caldwell

Journal of the Arkansas Academy of Science

Substituted phenyl esters of 5-bromo-2-chloronicotinic acid and 5 bromo 6-chloronicotinic acid were prepared. The acids were first converted to their respective acid chlorides using thionyl chloride, and the acid chlorides were immediately transformed to the esters by treatment with the appropriately substituted phenol in sodium hydroxide solution. Aunique chloride displacement of bromide was observed on attempting to convert 5,6-dibromonicotinic acid to its acid chloride


Preparation Of A Series Of N-Phenylamides Of 5-Bromo-6-Chloronicontinic Acid And 5-Bromo-2-Chloronicontinic Acid, Frank L. Setliff, Jody Z. Caldwell Jan 1991

Preparation Of A Series Of N-Phenylamides Of 5-Bromo-6-Chloronicontinic Acid And 5-Bromo-2-Chloronicontinic Acid, Frank L. Setliff, Jody Z. Caldwell

Journal of the Arkansas Academy of Science

A series of N-phenylamides of 5-bromo 6-chloronicotinic acid and 5-bromo-2-chloronicotinic acid were synthesized by treatment of their freshly prepared acid chlorides with the appropriately ring substituted anilines. Thirty new compounds were prepared, and their structures were ascertained by elemental analyses and spectroscopic techniques. Spectroscopic trends in the infrared spectra of the two series were examined in an attempt to correlate structural and electronic effects to hydrogen bonding tendencies.