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Chapter 8: Q79P (page 378)

Rank the following carbocations from most stable to least stable:

Short Answer

Expert verified

The more electrons that remain after the proton is removed that can be delocalised, the more stable the base. The conjugate acid of a more stable base is more acidic.

Step by step solution

01

Step1:

The more electrons that remain after the proton is removed that can be delocalised, the more stable the base. The conjugate acid of a more stable base is more acidic.

02

Step 2:

The positive charge on the left base can be delocalised onto two other carbons, the positive charge on the middle base can be delocalised onto one other carbon, but the positive charge on the right base cannot.

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Most popular questions from this chapter

What stereoisomers do the first two reactions on the top of p. 348 form? (Hint: Review Section 6.13.)

Which compound is the strongest base?

a. When HBr adds to a conjugated diene, what is the rate-determining step?

b. When HBr adds to a conjugated diene, what is the product-determining step?

A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2 (disregarding stereoisomers). His lab partner was surprised when he obtained only one product from the reaction of 1,3-cyclohexadiene with HBr (disregarding stereoisomers). Account for these results.

What is the major product obtained from the addition of hbr to the following compound.
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