a)
Interpretation:
To explain the Hofmann elimination of the given
Concept introduction:
The Hofmann elimination is an E2 reaction that converts an amine into an
b)
Interpretation:
To explain the Hofmann elimination of the given amines.
Concept introduction:
Just like alcohol, amines can be converted into alkenes by an elimination reaction.
But because an amide ion, -NH2 is a poor leaving group, it must be converted into a better leaving group.
c)
Interpretation:
To explain the Hofmann elimination of the given amines.
Concept introduction:
The given amine has two symmetrical groups is CH3CH2CH2 – attached to the carbon C-4- carrying the amine –NH2 group.
d)
Interpretation:
To explain the Hofmann elimination of the given amines.
Concept introduction:
The Hofmann elimination is an E2 elimination that converts an amine to an alkene and occurs with non-Zaitsev regiochemistry to form the less highly substituted double bond alkene as the major product.
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Chapter 24 Solutions
Organic Chemistry
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- Write the mechanism for the following reactions: 1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine 2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine a. How do the two mechanisms differ?arrow_forward1. What reaction involving amines is required to produce N-Propylcycloheptanamine? Propose a synthesis and mechanism2. Is the reaction below favorable or unfavorable? State your reasons.arrow_forwardWhat products are obtained when the following tertiary amines react with hydrogen peroxide followed by heat?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning