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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. cyelohexanol. phenol. Comparison with other acids. water. acetic acid.
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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 cyelohexanol phenol Comparison with other acids water acetic acid hydrocholric acid
ELECTROPHILIC AND NUCLEOPHIC CARBON Methylmagnesium bromide Methyl lithium Methyl chloride
TYPICAL ELECTROPHILES Methyl chloride acetone
Alcohols, carbonyl compounds and carboxylic acids: REDUCTION Reduction: Addition of H2 (or H-), loss of O or O2; loss of X2 Primary alcohol Carboxylic acid Aldehyde must convert OH to leaving group Secondary alcohol Ketone must convert OH to leaving group Lithium aluminium hydride Sodium borohydride Teritiary alcohol
aldehyde Comparison of Reducing Agents reduces ketone • LiAlH4 is stronger. reduces • LiAlH4 reduces more stable compounds which are resistant to reduction. ester Acid (anion) ease of reduction