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Chapter 8: 8-102P (page 380)

a) Propose a mechanism for the following reaction:

b) What is the product of the following reaction?

Short Answer

Expert verified

6,6-dimethylcyclohexa-2,4-dienone reacts with acid undergoes rearrangement to form a 2,3-dimethylphenol.

The carbonyl oxygen donates lone pair of electrons to proton form a positively charged oxygen atom.

Step by step solution

01

How the reaction proceed

6,6-dimethylcyclohexa-2,4-dienone reacts with acid undergoes rearrangement to form a 2,3-dimethylphenol.

The carbonyl oxygen donates lone pair of electrons to proton form a positively charged oxygen atom.

02

Final answer

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Most popular questions from this chapter

Rank the following carbocations from most stable to least stable:

Which species in each pair is more stable?

Are the following pairs of structures resonance contributors or different compounds?

Draw the major products obtained from the reaction of one equivalent of HCl with the following compounds. For each reaction, indicate the kinetic and thermodynamic products.

a. 2,3-dimethyl-1,3-pentadiene

b. 2,4-dimethyl-1,3-pentadiene

a. Which of the following compounds have delocalized electrons?

b. Draw the resonance contributors for the compounds that have delocalized electrons.

1.CH2=CHCH2CH=CH2

2.CH3CH=CHCH=CHCH2
See all solutions

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