a) Draw the arrow-pushing mechanism for the reaction of hydronium with ethanol. Include all lone pairs and non-zero formal charges. b) Draw the arrow-pushing mechanism for the reaction of NaNH₂ with chloroform. Include all lone pairs and non-zero formal charges. c) Draw the arrow-pushing mechanism for the reaction of sodium hydroxide with phenol. Include all lone pairs and non-zero formal charges.

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter5: Resonance
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Problem 11E: Use curved arrows to show the most likely acid-base reaction between phenol and NaOH. a. Use pKa...
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a) Draw the arrow-pushing mechanism for the reaction of hydronium with ethanol. Include all
lone pairs and non-zero formal charges.
b) Draw the arrow-pushing mechanism for the reaction of NaNH₂ with chloroform. Include all
lone pairs and non-zero formal charges.
c) Draw the arrow-pushing mechanism for the reaction of sodium hydroxide with phenol.
Include all lone pairs and non-zero formal charges.
d) Are any of the above reactions reversible? Do any of them go to completion? Explain your
answer.
Transcribed Image Text:a) Draw the arrow-pushing mechanism for the reaction of hydronium with ethanol. Include all lone pairs and non-zero formal charges. b) Draw the arrow-pushing mechanism for the reaction of NaNH₂ with chloroform. Include all lone pairs and non-zero formal charges. c) Draw the arrow-pushing mechanism for the reaction of sodium hydroxide with phenol. Include all lone pairs and non-zero formal charges. d) Are any of the above reactions reversible? Do any of them go to completion? Explain your answer.
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