Portmess Homework Q&S 81

Portmess Homework Q&S 81 - group will be axial. OH CH 3...

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( i ) Hydroxyl controls the numbering because the compound is named as an alcohol. 4.23 Primary alcohols are alcohols in which the hydroxyl group is attached to a carbon atom which has one alkyl substituent and two hydrogens. Four primary alcohols have the molecular formula C 5 H 12 O. The functional class name for each compound is given in parentheses. Secondary alcohols are alcohols in which the hydroxyl group is attached to a carbon atom which has two alkyl substituents and one hydrogen. There are three secondary alcohols of molecular formula C 5 H 12 O: Only 2-methyl-2-butanol is a tertiary alcohol (three alkyl substituents on the hydroxyl-bearing carbon): 4.24 The f rst methylcyclohexanol to be considered is 1-methylcyclohexanol. The preferred chair confor- mation will have the larger methyl group in an equatorial orientation, whereas the smaller hydroxyl
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Unformatted text preview: group will be axial. OH CH 3 Most stable conformation of 1-methylcyclohexanol CH 3 OH CH 3 CCH 2 CH 3 2-Methyl-2-butanol (1,1-Dimethylpropyl alcohol) OH CH 3 CHCH 2 CH 2 CH 3 2-Pentanol (1-Methylbutyl alcohol) OH CH 3 CH 2 CHCH 2 CH 3 3-Pentanol (1-Ethylpropyl alcohol) CH 3 OH CH 3 CHCHCH 3 3-Methyl-2-butanol (1,2-Dimethylpropyl alcohol) CH 3 CH 3 CH 2 CHCH 2 OH 2-Methyl-1-butanol (2-Methylbutyl alcohol) CH 3 CH 3 CHCH 2 CH 2 OH 3-Methyl-1-butanol (3-Methylbutyl alcohol) CH 3 CH 3 CH 3 CCH 2 OH 2,2-Dimethyl-1-propanol (2,2-Dimethylpropyl alcohol) CH 3 CH 2 CH 2 CH 2 CH 2 OH 1-Pentanol (Pentyl alcohol) 4,5-Dimethyl-2-hexanol 6 5 4 3 2 1 OH ALCOHOLS AND ALKYL HALIDES 75...
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This note was uploaded on 09/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Spring '01 term at University of Florida.

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