Publication Date
2013
Document Type
Thesis
Committee Members
William Feld (Advisor), Eric Fossum (Committee Member), David Grossie (Committee Member)
Degree Name
Master of Science (MS)
Abstract
A nucleophilic substitution reaction of N-methylpiperidine with bromopropane, bromobutane, bromopentane, bromohexane and bromoheptane was carried out in a Q-Tube with excess alkyl halide and yielded N-methyl-N-propylpiperidinium bromide, N-methyl-N-butylpiperidinium bromide, N-methyl-N-pentylpiperidinium bromide, N-methyl-N-hexylpiperidinium bromide and N-methyl-N-heptylpiperidinium bromide in yields from 85 to 92 %. The salts, which were solids at room temperature, were soluble in dichloromethane and were characterized by 1H and 13C NMR, elemental analysis and DSC. Two of the piperidinium bromides, N-methyl-N-propylpiperidinium bromide, N-methyl-N-butylpiperidinium bromide were used in an anion exchange reaction with dilithium phthlocyanine to yield N-methyl-N-propylpiperidinium lithium phthalocyanine and N-methyl-N-butylpiperidinium lithium phthalocyanine, respectively in 78 to 85% yield. The exchange products were soluble in dimethyl sulfoxide and were characterized by 1H NMR, elemental analysis and TGA/DSC.
Page Count
76
Department or Program
Department of Chemistry
Copyright
Copyright 2013, all rights reserved. This open access ETD is published by Wright State University and OhioLINK.
