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Published byRichard McDonough Modified over 11 years ago
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Table of Ka Values Acid-Dissociation Constants of Representative Alcohols Alcohol Structure Ka pKa methanol ethanol 2-chloroethanol 2-2-trichloroethanol isopropyl alcohol t-butyl alcohol phenol cyelohexanol water acetic acid hydrocholric acid Comparison with other acids
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METHODS FOR THE SYNTHESIS OF ALCOHOLS (to date)
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ELECTROPHILIC AND NUCLEOPHIC CARBON
Methylmagnesium bromide Methyl lithium Methyl chloride
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TYPICAL ELECTROPHILES
acetone Methyl chloride
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Alcohols, carbonyl compounds and carboxylic acids:
REDUCTION Reduction: Addition of H2 (or H-), loss of O or O2; loss of X2 Aldehyde Carboxylic acid Primary alcohol Ketone Secondary alcohol Teritiary alcohol Lithium aluminium hydride Sodium borohydride must convert OH to leaving group
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Comparison of Reducing Agents • LiAlH4 is stronger.
• LiAlH4 reduces more stable compounds which are resistant to reduction. • LiAlH4 is stronger. reduces ester Acid (anion) aldehyde ketone ease of reduction
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