1. For each of the following statements, indicate whether they are true of false. ⚫ there is no such thing as the Witting reaction. It's spelled Wittig. ⚫there is no such thing as the Baeyer-Villager reaction. It's spelled Baeyer-Villiger. • a carboxylate anion can function as an electrophile, but only the most blazing hot nucleophiles (organolithium species) are strong enough reaction partners. • cyanohydrins form under basic conditions and collapse under acidic conditions. • in the presence of water, formaldehyde exists almost exclusively in its hydrated form. • a protecting group (more correctly, a protective group) is used to prevent unwanted reactions of a particular functional group during a synthetic sequence. ⚫ in the Baeyer-Villiger reaction, the group with the highest tendency to migrate (migratoty aptitude) is the methyl group. ⚫ in the Wittig reaction, it is preferable to use the most sterically hindered alkyl halide to synthesize the phosphonium salt (and then ylide). • nucleophilic addition to the ẞ-carbon atom of an as-unsaturated carbonyl compound is called conjugate addition (and not conjugated addition). • weakly basic nucleophiles tend to undergo conjugate addition because the direct addition is reversible. • enolates are stabilized entirely by inductive effects. • keto-enol tautomers are constitutional isomers that differ in the location of a double bond and a hydrogen atom.
1. For each of the following statements, indicate whether they are true of false. ⚫ there is no such thing as the Witting reaction. It's spelled Wittig. ⚫there is no such thing as the Baeyer-Villager reaction. It's spelled Baeyer-Villiger. • a carboxylate anion can function as an electrophile, but only the most blazing hot nucleophiles (organolithium species) are strong enough reaction partners. • cyanohydrins form under basic conditions and collapse under acidic conditions. • in the presence of water, formaldehyde exists almost exclusively in its hydrated form. • a protecting group (more correctly, a protective group) is used to prevent unwanted reactions of a particular functional group during a synthetic sequence. ⚫ in the Baeyer-Villiger reaction, the group with the highest tendency to migrate (migratoty aptitude) is the methyl group. ⚫ in the Wittig reaction, it is preferable to use the most sterically hindered alkyl halide to synthesize the phosphonium salt (and then ylide). • nucleophilic addition to the ẞ-carbon atom of an as-unsaturated carbonyl compound is called conjugate addition (and not conjugated addition). • weakly basic nucleophiles tend to undergo conjugate addition because the direct addition is reversible. • enolates are stabilized entirely by inductive effects. • keto-enol tautomers are constitutional isomers that differ in the location of a double bond and a hydrogen atom.
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.63P
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Transcribed Image Text:1. For each of the following statements, indicate whether they are true of false.
⚫ there is no such thing as the Witting reaction. It's spelled Wittig.
⚫there is no such thing as the Baeyer-Villager reaction. It's spelled Baeyer-Villiger.
• a carboxylate anion can function as an electrophile, but only the most blazing hot nucleophiles
(organolithium species) are strong enough reaction partners.
• cyanohydrins form under basic conditions and collapse under acidic conditions.
• in the presence of water, formaldehyde exists almost exclusively in its hydrated form.
• a protecting group (more correctly, a protective group) is used to prevent unwanted reactions
of a particular functional group during a synthetic sequence.
⚫ in the Baeyer-Villiger reaction, the group with the highest tendency to migrate (migratoty
aptitude) is the methyl group.
⚫ in the Wittig reaction, it is preferable to use the most sterically hindered alkyl halide to
synthesize the phosphonium salt (and then ylide).
• nucleophilic addition to the ẞ-carbon atom of an as-unsaturated carbonyl compound is called
conjugate addition (and not conjugated addition).
• weakly basic nucleophiles tend to undergo conjugate addition because the direct addition is
reversible.
• enolates are stabilized entirely by inductive effects.
• keto-enol tautomers are constitutional isomers that differ in the location of a double bond and
a hydrogen atom.
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