Document Type
Thesis
Date of Degree Completion
Summer 1973
Degree Name
Master of Science (MS)
Department
Chemistry
Committee Chair
Richard Wayne Hasbrouck
Second Committee Member
J. Jones
Third Committee Member
W. Emken
Abstract
The preparation and characterization of select cyclic ethynyl carbinols is presented as a preliminary step for a more detailed investigation of the Rupe rearrangement. The objective of the research work was to attempt to predict abnormal chemical behavior from spectral characteristics of each of the cyclic ethynyl carbinols. Preparation of the starting carbinols was accomplished by a modified Grignard synthesis. Nuclear magnetic resonance spectroscopy, infrared spectroscopy and mass spectroscopy were used for characterization of each new carbinol prepared. The spectral data available from the characterization work were then used to establish a correlation between ring size and appropriate absorption maxima. Analogies from the literature were used for the spectral correlation work since spectral data for all members of the series studies are currently unavailable. The analogs chosen were less substituted appropriate compounds. Subjects to the extent that analogous absorption maxima hold, definite trends in maxima were found to parallel ring size.
Recommended Citation
Wilkinson, William C., "Preparation and Spectral Characterization of Select Cyclic Ethynyl Carbinols" (1973). All Master's Theses. 2189.
https://digitalcommons.cwu.edu/etd/2189