Concept explainers
(a)
Interpretation:
How the given amine can be synthesized from a ketone or an aldehyde is to be shown.
Concept introduction:
(b)
Interpretation:
How the given amine can be synthesized from a ketone or an aldehyde is to be shown.
Concept introduction:
Aldehydes and ketones react with secondary amines to form an enamine. Since there is only one hydrogen attached to the nitrogen atom, imine formation cannot occur. Instead, a proton from the
(c)
Interpretation:
Steps to synthesize amine from a ketone or aldehyde is to be proposed
Concept introduction:
Aldehydes and ketones react with ammonia and primary amines to form an imine. The reaction occurs as a nucleophilic addition of the amine to the carbonyl carbon followed by protonation and elimination of
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Check out a sample textbook solutionChapter 18 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Please answer this mechanism problem. Please draw out the solutions with arrows and formal charges.arrow_forwardThe Gabriel synthesis of primary amines discussed in Chapter 20 involves hydrolysis under basic conditions to release the amine. As shown in the reactions below, the amine can also be released by (a) hydrolysis under acidic conditions and (b) treatment with hydrazine. Draw the complete, detailed mechanisms for these reactions.arrow_forwardProblem: Consider the reaction sequence shown below. Pay attention to stereochemistry. (a) Draw the structure for compound A and explain your reasoning. (b) Draw the structure for compound B and explain your reasoning. (c) Draw the structure for compound C and explain your reasoning. он Conc. H,PO, MCPBA A NaCN MeOHarrow_forward
- The reaction shown here is an example of the Favorskii reaction, which involves an R¯ leaving group in a nucleophilic addition-elimination reaction. (a) Draw the complete, detailed mechanism for this reaction and explain why R can act as a leaving NaOH H2O group. (b) Suggest how you can synthesize an ester from cyclopropanone using only this reaction.arrow_forwardComplete the following reaction with its mechanism.arrow_forwardShow how you would carry out each of the following transformationsarrow_forward
- Determine whether each of the following compounds could be removed from an organic solvent by washing with water, aqueous HCI, or aqueous NaOH. Your answer could be that any, all, some, or none of the washes work. Briefly explain your answer. IF removal of the compound requires the compound to first react, show the mechanism and product of the reaction. THINK CAREFULLY before answering. (Problem continues onto next page) HO OH LOH изонarrow_forwardProblem: (a) Fill in the missing starting material for the following reaction. (b) Draw the complete mechanism for the reaction. Don't forget to include any resonance structures! (c) Explain how you determined the starting material. H₂O H₂SO4 HO OHarrow_forwardProvide the major products of the given reaction.arrow_forward
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