Problem 26: • Draw the mechanism for the meta-nitration of phenol. Indicate all the possible resonance structures for the obtained cation intermediate. Label (use a number below it) the resonance structures of the cation intermediate. • Draw the mechanism for the ortho-nitration of phenol. Indicate all the possible resonance structures for the obtained cation intermediate. Label (use a letter below it) the resonance structures of the cation intermediate. Which product is favored (meta or nitro)? Explain by using the labeled intermediates for reasoning

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter25: Enolate & Enol Nucleophiles
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Problem 26:
Draw the mechanism for the meta-nitration of phenol. Indicate all the possible resonance
structures for the obtained cation intermediate. Label (use a number below it) the resonance
structures of the cation intermediate.
Draw the mechanism for the ortho-nitration of phenol. Indicate all the possible resonance
structures for the obtained cation intermediate. Label (use a letter below it) the resonance
structures of the cation intermediate.
Which product is favored (meta or nitro)? Explain by using the labeled intermediates for
reasoning.
Transcribed Image Text:Problem 26: Draw the mechanism for the meta-nitration of phenol. Indicate all the possible resonance structures for the obtained cation intermediate. Label (use a number below it) the resonance structures of the cation intermediate. Draw the mechanism for the ortho-nitration of phenol. Indicate all the possible resonance structures for the obtained cation intermediate. Label (use a letter below it) the resonance structures of the cation intermediate. Which product is favored (meta or nitro)? Explain by using the labeled intermediates for reasoning.
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