Stability of Conjugated Intermediates Practice Problems

Which of the reactions is anticipated to occur more quickly? Explain.

Which molecule will have a higher energy of delocalization?

Write the significant resonance structures for the chemical species shown below.

Write the significant resonance structures for the chemical species shown below.

Write the significant resonance structures for the chemical species shown below.

Write the significant resonance structures for the chemical species shown below.

Draw the resonance structures of the following anions and identify the major resonance contributors.

Identify which double bond of myrcene is more reactive towards the electrophilic addition of HBr.

Which of the two reactions is expected to occur more quickly? Explain.

Draw the resonance structures of the following benzylic cation, radical, and anion, and then identify the locations of the charge/unpaired electron in the structures.

In comparison to simple alkyl cation intermediates, benzylic cations are more stable. Draw resonance forms to show the delocalization (over four carbon atoms) of the positive charge of the following benzyl cation.

In comparison to simple alkyl radical intermediates, benzylic radicals are more stable. Draw resonance forms to show the delocalization (over four carbon atoms) of the unpaired electron of the following benzyl radical.

Benzylic cations, anions, and radicals are all more stable compared to simple alkyl intermediates.
Which of the following reactions will give the better yield and have the faster rate? Explain your answer using a drawing of the transition state.

Which of the pair of carbocations given below is more stable?

Predict which of the enones given below is more stable.

Determine which of the following ions is more stable.

Predict which of the following ions is more stable.

Given the following dienes, determine their systemic name and arrange them in order of increasing stability.

Which one, between buta-1,2-diene and buta-1,3-diene, would you expect to exhibit a higher heat of hydrogenation?