Problem 2 A nitro group (-NO₂) effectively stabilizes a negative charge on an adjacent carbon atom through resonance: R. R. R R OH minor major Two of the following nitrophenols are much more acidic than phenol itself. The third compound is only slightly more acidic than phenol. Use resonance structures of the appropriate phenoxide ions to show why two of these anions should be unusually stable. a NO₂ minor 2-nitrophenol OH NO₂ 3-nitrophenol R. O₂N R OH 4-nitrophenol

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter4: Polar Bonds, Polar Reactions
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Problem 2
A nitro group (-NO₂) effectively stabilizes a negative charge
on an adjacent carbon atom through resonance:
R.
R.
R
R
minor
minor
major
Two of the following nitrophenols are much more acidic than
phenol itself. The third compound is only slightly more acidic
than phenol. Use resonance structures of the appropriate
phenoxide ions to show why two of these anions should be
unusually stable.
LOH
LOH
R
OH
ago
NO₂
NO₂2
2-nitrophenol 3-nitrophenol
O₂N
4-nitrophenol
Transcribed Image Text:Problem 2 A nitro group (-NO₂) effectively stabilizes a negative charge on an adjacent carbon atom through resonance: R. R. R R minor minor major Two of the following nitrophenols are much more acidic than phenol itself. The third compound is only slightly more acidic than phenol. Use resonance structures of the appropriate phenoxide ions to show why two of these anions should be unusually stable. LOH LOH R OH ago NO₂ NO₂2 2-nitrophenol 3-nitrophenol O₂N 4-nitrophenol
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