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Chapter 3: Q15P (page 167)

Give IUPAC names for the following compounds.

(a)

(b)

(c)

Short Answer

Expert verified

(a)3-ethyl-1,1-dimethyl cyclopentane

(b)3-cyclopropyl-1,1-dimethylcyclohexane

(c)nonan-4-ylcyclobutane

Step by step solution

01

IUPAC nomenclature of cycloalkane

Substituted cycloalkanes use the cycloalkane for the base name, with the alkyl groups named as substituents. If there is one substituent, no numbering is needed.

If there are two or more substituents on the ring, the ring carbons are numbered to give the lowest possible numbers for the substituted carbons. The numbering begins with one of the substituted ring carbons and continues in the direction that gives the lowest possible numbers to the other substituents.

02

(a)

The longest carbon ring is of 5 carbon. One ethyl group is branched at C3 and two methyl groups are branched at C1 position.

03

(b)

Cyclohexane ring consist of cyclic propyl ring at C3 and two methyl groups branched at C1 position.

04

(c)

Nine carbon chain with cyclic butyl group at C4 position, replacing one hydrogen from the site.

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Most popular questions from this chapter

Question: This is a Newman projection of a substituted cyclohexane.

(a) Draw the equivalent chair form

(b)Draw the equivalent structure using wedge and dash notation on a cyclohexane hexagon.

(c) Give the IUPAC name.

Draw the structure that corresponds with each name.

(a)3-ethyloctane

(b)4-isopropyldecane

(c)sec-butylcycloheptane

(d)2,3-dimethyl-4-propylnonane

(e)2,2,4,4-tetramethylhexane

(f)trans-1,3-diethylcyclopentane

(g)cis-1-ethyl-4-methylcyclohexane

(h)isobutylcyclopentane

(i)tert-butylcyclohexane

(j)pentylcyclohexane

(k)cyclobutylcyclohexane

(l)cis-1-bromo-3-chlorocyclohexane

There are eight different five-carbon alkyl groups.

(a) Draw them

(b) Give them systematic names.

(c) In each case, label the degree of substitution (primary, secondary, or tertiary) of the head carbon atom bonded to the main chain.

The cyclohexane chair shown in Figure 3-22 has the headrest to the right and the footrest to the left. Draw a cyclohexane chair with its axial and equatorial bonds, showing the headrest to the left and the footrest to the right.

Draw the structure and give the molecular formula for each of the following compounds.

(a) 1-ethyl-3-methylcycloheptane

(b) isobutylcyclohexane

(c) cyclopropylcyclopentane

(d) 3-ethyl-1,1-dimethylcyclohexane

(e) 3-ethyl-2,4-dimethylhexane

(f) 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane
See all solutions

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