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
- Draw the enol intermediate formed for this reactionarrow_forwardWhy is it not advisable to use aqueous hydrochloric acid in a Grignard reaction of a ketone? A) The Grignard reagent will react with the acid and cannot react with the ketone. B) The ketone will be protonated and will become unreactive. C) The ketone will form an unreactive enol. D) The Grignard reagent won't dissolve in aqueous solutionsarrow_forwardDraw the structure for the nucleophilic substitution product.arrow_forward
- Provide an explanation (in detail) on how base catalysts speed up nucleophilic reactions of carbonyl compounds.arrow_forward4. A CHEM 245 student wants to synthesize some ethylene glycol to use as antifreeze in his radiator this winter. He proposes the following reaction to his instructor, who quickly explains that this reaction won't work as proposed due to the student's choice of reagent. 1) NaH 2) H20 OH Но a) Why can't sodium hydride (NaH) be used as the nucleophile in the reaction above? b) Propose an alternate reagent that COULD be used with the ethylene oxide to successfully give the desired ethylene glycol product.arrow_forwardWhich of the following reagents will not undergo a substitution reaction with the benzenediazonium chloride salt. A. Cu2O, Cu+2, H2OB. KIC.CuCND. H3PO2 , H2OE. H3PO3, H2Oarrow_forward
- 9.) 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_forwardPlease include any cations/anions as appropriate.arrow_forwardWhen propene reacts with gaseous hydrogen bromide, HBr, two products, 1-bromopropane and 2-bromopropane are formed. The reaction is a two-step process in which the electrophilic attack occurs in the first step. Identify the electrophile in this reaction Draw a diagram showing the first step of the reaction that leads to the production of 2-bromopropane.arrow_forward
- Which compound can act as a nucleophilearrow_forwardPlease give the appropriate reagents to complete the following synthesis.arrow_forwardWhat explains why many aldehydes and ketones can undergo self- condensation reactions in basic conditions? A. The alpha carbon can lose a proton and act like a nucleophile and the carbonyl carbon a an electrophile B. The alpha carbon can gain a proton and act like an electrophile and the carbonyl carbon is a nucleophile C. The oxygen of the carbonyl group can attack the carbon of the carbonyl group D. Only esters can undergo self-condensation reactionsarrow_forward
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