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Chapter 11: Q55A (page 350)

Question: Arrange the carbocations below in order of increasing stability.

a.

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01

Stability of carbocation

Rules for the stability of carbocation:

1. More the resonance in the system more stable is the carbocation

2. More the hyperconjugation that is the number of hydrogen with respect to the carbocation more stable is the carbocation

3. More is the conjugation with the double bond in the molecule more stable is the carbocation

02

Order for Stability of carbocation

On the basis:

Rule 1: More the resonance in the system more stable is the carbocation

Rule 2: More the hyperconjugation that is the number of hydrogen with respect to the carbocation more stable is the carbocation

Order of the stability of carbocation

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Most popular questions from this chapter

The following Walden cycle has been carried out. Explain the results, and indicate where Walden inversion occurs.

Rank the following compounds in order of their expected reactivity toward SN2reaction:

CH3Br,CH3OTos,CH33CCl,CH32CHCl

Question: Order each of the following sets of compounds with respect to reactivity:

c. CH3CH2 CH2OCH3 CH3CH2 CH2OTs CH3CH2 CH2Br

Assign R or S configuration to the following molecule, write the product you would expect from SN2reaction with NaCN, and assign R or S configuration to the product (green = Cl):

Question: There are eight diastereomers of 1,2,3,4,5,6-hexachlorocyclohexane. Draw each in its more stable chair conformation. One isomer loses HCl in an E2 reaction nearly 1000 times more slowly than the others. Which isomer reacts so slowly, and why?
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