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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

List the following in order of decreasing delocalization energy:

What are the products of the following reactions?

a. How could each of the following compounds be prepared from a hydrocarbon in a single step?

b. What other organic compound would be obtained from each synthesis?

Answer the following questions for the molecular orbitals (MOs) of 1,3,5,7-octatetraene:

a. How many MOs does the compound have?

b. Which are the bonding MOs, and which are the antibonding MOs?

c. Which MOs are symmetric, and which are antisymmetric?

d. Which MO is the HOMO and which is the LUMO in the ground state?

e. Which MO is the HOMO and which is the LUMO in the excited state?

f. What is the relationship between HOMO and LUMO and symmetric and antisymmetric orbitals?

g. How many nodes does the highest-energy MO of 1,3,5,7-octatetraene have between the nuclei?

What is the major product of each of the following reactions, assuming that one equivalent of each reagent is used in each reaction?
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