Portmess Homework Q&S 79

Portmess Homework Q&S 79 - ( h ) The cyclopropyl...

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( d ) A chlorine at C-2 is on the opposite side of the ring from the C-1 hydroxyl group in trans - 2-chlorocyclopentanol. Note that it is not necessary to assign a number to the carbon that bears the hydroxyl group; naming the compound as a derivative of cyclopentanol automatically requires the hydroxyl group to be located at C-1. ( e ) This compound is an alcohol in which the longest continuous chain that incorporates the hydroxyl function has eight carbons. It bears chlorine substituents at C-2 and C-6 and methyl and hydroxyl groups at C-4. ( f ) The hydroxyl group is at C-1 in trans -4- tert -butylcyclohexanol; the tert -butyl group is at C-4. The structures of the compound can be represented as shown at the left; the structure at the right depicts it in its most stable conformation. ( g ) The cyclopropyl group is on the same carbon as the hydroxyl group in 1-cyclopropylethanol.
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Unformatted text preview: ( h ) The cyclopropyl group and the hydroxyl group are on adjacent carbons in 2-cyclopro-pylethanol. 4.22 ( a ) This compound has a f ve-carbon chain that bears a methyl substituent and a bromine. The numbering scheme that gives the lower number to the substituent closest to the end of the chain is chosen. Bromine is therefore at C-1, and methyl is a substituent at C-4. CH 3 CH 3 CHCH 2 CH 2 CH 2 Br 1-Bromo-4-methylpentane CH 2 CH 2 OH 2-Cyclopropylethanol CHOH CH 3 1-Cyclopropylethanol trans-4-tert-Butylcyclohexanol (CH 3 ) 3 C OH (CH 3 ) 3 C H H OH 2,6-Dichloro-4-methyl-4-octanol OH CH 3 CHCH 2 CCH 2 CHCH 2 CH 3 Cl Cl CH 3 OH Cl trans-2-Chlorocyclopentanol ALCOHOLS AND ALKYL HALIDES 73...
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