Halo acids and DMSO: Electrophilic aromatic substitution at room temperature conditions

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dc.contributor.advisor Worman, James
dc.contributor.advisor Aumer, James
dc.contributor.author Kulshrestha, Pankaj
dc.date.accessioned 2012-02-03T19:02:28Z
dc.date.available 2012-02-03T19:02:28Z
dc.date.issued 2000-08
dc.identifier.uri http://hdl.handle.net/1850/14646
dc.description.abstract A simple, safe and cost effective experiment to demonstrate electrophilic aromatic substitution in the undergraduate laboratory can be accomplished by placing a small amount of N,N Dimethyl Aniline or a few crystals of Phenol in an NMR tube containing an appropriate level of deutero DMSO. After observation of the expanded proton NMR spectrum of the aromatic region, a few drops of concentrated HBr and HC1 aqueous acids are added and the NMR spectrum recorded after one hour. Observation of an A,A' B,B' typical four line pattern in the aromatic region of NMR spectrum is direct evidence for the halogenation on the aromatic ring at para position. Addition of gaseous hydrogen chloride provides a faster and cleaner reaction. A mechanism for the reaction, GC/MS data to support the NMR results, along with other examples are presented. Application of the reaction for halogenation of complex biomolecules in an attempt to enhance their activity is plausible because room temperature experimental conditions should prevent structural degradation of sensitive molecules and produce fewer non-toxic byproducts. en_US
dc.language.iso en_US en_US
dc.relation RIT Scholars content from RIT Digital Media Library has moved from http://ritdml.rit.edu/handle/1850/14646 to RIT Scholar Works http://scholarworks.rit.edu/theses/6047, please update your feeds & links!
dc.subject Clinical Biochemistry en_US
dc.subject.lcc QD281.H3 K84 2000
dc.subject.lcsh Halogenation en_US
dc.subject.lcsh Aromatic compounds--Synthesis en_US
dc.subject.lcsh Dimethyl sulfoxide--Synthesis en_US
dc.subject.lcsh Drug resistance in microorganisms en_US
dc.title Halo acids and DMSO: Electrophilic aromatic substitution at room temperature conditions en_US
dc.type Thesis en_US
dc.description.college College of Science en_US
dc.description.department Department of Chemistry en_US

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