Interpretation: The reason corresponding to the fact that organolithium reagents are not used to generate enolates is to be stated.
Concept Introduction: The substitution reaction involves the replacement of one
The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as
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Organic Chemistry
- Explain why a methoxy group (CH3O) increases the rate of electrophilic aromatic substitution, but decreases the rate of nucleophilic aromatic substitution.arrow_forward9.) Explain why NaNH2 favors the enolate ion in the following reaction, but NaOH favors an equilibrium. (B: represents the base – either NANH, or NaOH). You'll need to consider acid/base strength (pKa values). B: + BH enolate ionarrow_forwardWhich compound can act as a nucleophilearrow_forward
- Acetal formation must be catalyzed by an acid. Explain why it cannot be catalyzed by CH3O-.arrow_forwardb) The Wolf-Kishner reduction is a reaction used in Organic Chemistry to convert carbonyl functionalities into methylene group. The reaction was used to convert an aldehyde or ketone to an alkane using hydrazine, base and thermal conditions. The mechanism begins with the attack of hydrazine of the aldehyde or ketone. Stage 1: The reaction of aldehyde/ketone with hydrazine to produce hydrazine Stage 2: Reaction with the base and heat to convert hydrozone to alkane Write the mechanism of the reaction.arrow_forwardPlease give the appropriate reagents to complete the following synthesis.arrow_forward
- Why aldehydes and ketones do not undergo nucleophilic substitution reaction?arrow_forwardExplain why alkynes are more acidic than alkanes and alkenes. Show how to generate nucleophilic acetylide ions and use them in syntheses.arrow_forwardWhich of the following could act as a nucleophile? A) HCl B) CH3NH2 C) BF3 D) CH3Brarrow_forward
- 1. Draw the indicated enols/enolates of the indicated compounds. kinetic enolate thermodynamic enolate thermodynamic enol kinetic enol kinetic enolate thermodynamic enolate thermodynamic enol kinetic enolarrow_forwardEnamines can serve as enolate surrogates in reactions at the a-carbon. In the reaction sequence, the structures of the enamine addition product – the initial zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis of the neutral intermediate. initial zwitterionic intermediate neutral intermediate tautomerization Reactants H20 hydrolysis product Draw the two reactants. Draw the hydrolysis product.arrow_forwardThe Stork reaction is a condensation reaction between an enamine donor and an α,β-unsaturated carbonyl acceptor. The overall reaction consists of a three-step sequence of formation of an enamine from a ketone, Michael addition to an α,β-unsaturated carbonyl compound, and hydrolysis of the enamine in dilute acid to regenerate the ketone. Consider the Stork reaction between cyclohexanone and propenal Draw the structure of the product of the enamine formed between cyclohexanone and dimethylamine. - Michael addition to an α,β-unsaturated carbonyl compound, and - hydrolysis of the enamine in dilute acid to regenerate the ketone.arrow_forward
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