1. For each of the following statements, indicate whether they are true of false. • enamines are more nucleophilic than enols - it follows the trend of N being a better pi donor than O. • enolates are wa-a-a-a-ay better nucleophiles than enamines - unlike enols, enolates have a full negative charge. • the nitro group (NO2) can be understood to be the strongest of the common electron withdrawing groups by virtue of the pk, value of simple nitroalkanes (ca. 8.5). ⚫ typical "thermodynamic conditions" for the formation of enolates are: LDA, THF, -78 °C. ⚫ the aldol reaction and the aldol condensation are one and the same - these terms can be used interchangeably. ⚫ the aldol reaction was discovered in 1894 by Prof. Al Doll at Hudson University. • naming organic reactions after people is a questionable practise, which should be abolished. • naming organic reactions after people is a laudable practise, which should be continued. ⚫ the E1CB mechanism goes through a carbocation intermediate. 2. Write a complete mechanism for the reaction shown below. ི་ ་ ི་ 2. H₂O'

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
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Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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1. For each of the following statements, indicate whether they are true of false.
• enamines are more nucleophilic than enols - it follows the trend of N being a better pi donor
than O.
• enolates are wa-a-a-a-ay better nucleophiles than enamines - unlike enols, enolates have a full
negative charge.
• the nitro group (NO2) can be understood to be the strongest of the common electron
withdrawing groups by virtue of the pk, value of simple nitroalkanes (ca. 8.5).
⚫ typical "thermodynamic conditions" for the formation of enolates are: LDA, THF, -78 °C.
⚫ the aldol reaction and the aldol condensation are one and the same - these terms can be used
interchangeably.
⚫ the aldol reaction was discovered in 1894 by Prof. Al Doll at Hudson University.
• naming organic reactions after people is a questionable practise, which should be abolished.
• naming organic reactions after people is a laudable practise, which should be continued.
⚫ the E1CB mechanism goes through a carbocation intermediate.
2. Write a complete mechanism for the reaction shown below.
 ི་ ་ ི་
2. H₂O'
Transcribed Image Text:1. For each of the following statements, indicate whether they are true of false. • enamines are more nucleophilic than enols - it follows the trend of N being a better pi donor than O. • enolates are wa-a-a-a-ay better nucleophiles than enamines - unlike enols, enolates have a full negative charge. • the nitro group (NO2) can be understood to be the strongest of the common electron withdrawing groups by virtue of the pk, value of simple nitroalkanes (ca. 8.5). ⚫ typical "thermodynamic conditions" for the formation of enolates are: LDA, THF, -78 °C. ⚫ the aldol reaction and the aldol condensation are one and the same - these terms can be used interchangeably. ⚫ the aldol reaction was discovered in 1894 by Prof. Al Doll at Hudson University. • naming organic reactions after people is a questionable practise, which should be abolished. • naming organic reactions after people is a laudable practise, which should be continued. ⚫ the E1CB mechanism goes through a carbocation intermediate. 2. Write a complete mechanism for the reaction shown below. ི་ ་ ི་ 2. H₂O'
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