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Chapter 8: Q79P (page 378)

Rank the following carbocations from most stable to least stable:

Short Answer

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Step by step solution

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.

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

Cyclopentadiene can react with itself in a Diels鈥揂lder reaction. Draw the endo and exo products.

In 1935, J. Bredt, a German chemist, proposed that a bicycloalkene could not have a double bond at a bridgehead carbon unless one of the rings contains at least eight carbons. This is known as Bredt鈥檚 rule. Explain why there cannot be a double bond at this position.