122 Using Cyclohexane-Carbon Tetrachloride Solvent Mixtures to Study Hydrogen Bonding and Structure in Alcohols

Wednesday, November 4, 2009: 9:00 AM
Longhorn (Camino Real Hotel)
Morgan L. Baima , Department of Chemistry, St. Edward's Univeristy, Austin, TX
J.D. Lewis , Department of Chemistry, St. Edward's University, Austin, TX
Carbon tetrachloride has been widely used as a solvent for infrared studies of hydrogen bonding and structure in alcohols.  However when using infrared OH stretching bands to study the various alcohol conformations present in dilute solution, we have found that cyclohexane solutions provide sharper spectra and can detect the presence of conformations that are missed with carbon tetrachloride solvent.  Among nonpolar solvents cyclohexane suffers from being a less effective solvent for polar compounds than carbon tetrachloride.  We have used solvent mixtures of carbon tetrachloride in cyclohexane to observe the infrared OH stretching spectra of alcohols such as 0.02 M 3-phenyl-1-propanol where cyclohexane is known to give more spectral information than carbon tetrachloride.  Up to at least 2.0 M carbon tetrachloride in cyclohexane, these mixtures show much of the additional spectral information typical of cyclohexane solvent.  For alcohols such as cis-1,2-cylopentanediol and 4-amino-1-butanol with two polar groups, a solvent of 2.0 M carbon tetrachloride in cyclohexane appears to produce both increased solubility of the alcohol and good spectral information.
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