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Chapter 3: Q60 P (page 137)

Which of the following conformers of isobutyl chloride is the most stable?

Short Answer

Expert verified

Conformer A is the most stable conformer of isobutyl chloride.

Step by step solution

01

Newman projection

These conformers are shown in Newman projections. Here, the front carbon is shown by a dot, and the back carbon is shown by a circle. The front carbon atom is called proximal and the back carbon atom is called distal. The bonds are free to rotate.

02

The most stable conformer of isobutyl chloride.

Conformer A is most stable because all the three substituents are more spread out and there will be no gauche interactions.

The other two conformers have a chlorine atom in between two methyl groups so these are not much stable.

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Most popular questions from this chapter

Give each of the following a systematic name and indicate whether each is a primary, secondary, or tertiary alcohol:

Draw the structures and provide systematic names for parts a, b, and c by substituting a chlorine for a hydrogen of methylcyclohexane:

a. A primary alkyl halide

b. A tertiary alkyl halide

c. Three secondary alkyl halides

Draw a condensed structure and a skeletal structure for each of the following:

a. sec-butyl tert-butyl ether

b. isoheptyl alcohol

c. sec-butylamine

d. isopentyl bromide

e. 5-(1-methylethyl)nonane

f. triethylamine

g. 4-(1,1-dimethylethyl)heptane

h. 5,5-dibromo-2-methyloctane

i. 3-ethoxy-2-methylhexane

j. 5-(1,2-dimethylpropyl)nonane

k. 3,4-dimethyloctane

l. 5-isopentyldecane

a. Draw Newman projections of the two conformers of cis-1,3-dimethylcyclohexane.

b. Which of the conformers predominates at equilibrium?

c. Draw Newman projections of the two conformers of the trans isomer.

d. Which of the conformers predominates at equilibrium?

Write condensed and skeletal structures for all the tertiary alcohols with molecular formula C6H14O and give each a systematic name.
See all solutions

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