ALCOHOLS AND ALKYL HALIDES (d) a chlorine at C-2 is on the opposite side of the ring from the C-l hydroxyl group in trans 2-chlorocyclopentanol. Note that it is not necessary to assign a number to the carbon that bears th 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 CH3 CH,CHCH,CCH,CHCH, CH3 OH CI (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 3)C (CH)3C trans-4-fert-Butylcyclohexanol (g) The cyclopropyl group is on the same carbon as the hydroxyl group in 1-cyclopropylethanol ch) The cyclopropyl group and the hydroxyl group are on adjacent carbons in 2-cyclopro- CH..OH 4.22(a) This compound has a five-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-l, and methyl is a substituent at C-4 CH CHCH, CH, CH, Br Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website(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. (h) The cyclopropyl group and the hydroxyl group are on adjacent carbons in 2-cyclopro￾pylethanol. 4.22 (a) This compound has a five-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. CH3 CH3CHCH2CH2CH2Br 1-Bromo-4-methylpentane CH2CH2OH 2-Cyclopropylethanol CHOH CH3 1-Cyclopropylethanol trans-4-tert-Butylcyclohexanol (CH3)3C OH (CH3)3C H H OH 2,6-Dichloro-4-methyl-4-octanol OH CH3CHCH2CCH2CHCH2CH3 Cl Cl CH3 OH Cl trans-2-Chlorocyclopentanol ALCOHOLS AND ALKYL HALIDES 73 Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website