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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

Verify the strain energy shown in Table 3.8 for cycloheptane.

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Explain why

a. H2O (100 掳C) has a higher boiling point than CH3OH (65 掳C)

b. H2O (100 掳C) has a higher boiling point than NH3 (-33 掳C).

c. H2O (100 掳C) has a higher boiling point than HF (20 掳C).

d. HF (20 掳C) has a higher boiling point than NH3 (-33 掳C).

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

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b. isoheptyl alcohol

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

h. 5,5-dibromo-2-methyloctane

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

k. 3,4-dimethyloctane

l. 5-isopentyldecane
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