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Chapter 11: Q55B (page 350)

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

b.

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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.

Rule2: More the hyperconjugation that is 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

When primary alcohol is treated with p-toluenesulfonyl chloride at room temperature in the presence of an organic base such as pyridine, a tosylate is formed. When the same reaction is carried out at a higher temperature, an alkyl chloride is often formed. Explain.

What product would you expect to obtain from SN2 reaction of OH-with (R)-2-bromobutane? Show the stereochemistry of both the reactant and product.

Predict whether each of the following substitution reactions is likely to be SN1orSN2:

(a)

(b)

What stereochemistry do you expect for the alkene obtained by E2 elimination of (1R, 2R)-1,2-dibromo-1,2-diphenylethane? Draw a Newman projection of the reacting conformation.

Organic solvents like benzene, ether, and chloroform are neither protic nor strongly polar. What effect would you expect these solvents to have on the reactivity of a nucleophile in SN2 reactions?
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