In the mechanism of the following reaction which statement is the most accurate? CI + CH3CH₂MgBr 1) ether 2) H3O+ The chloride of the acyl chloride acts as a nucleophile and attacks the carbon attached to MgBr in ethyl magnesium bromide. The carbon attached to MgBr in ethyl magnesium bromide acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride.

In the mechanism of the following reaction which statement is the most accurate? CI + CH3CH₂MgBr 1) ether 2) H3O+ The chloride of the acyl chloride acts as a nucleophile and attacks the carbon attached to MgBr in ethyl magnesium bromide. The carbon attached to MgBr in ethyl magnesium bromide acts as a nucleophile and attacks the carbonyl carbon of the acyl chloride.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.SE: Something Extra

Problem 29VC

See similar textbooks

Similar questions

Draw the structures of the initially formed enol tautomers in the reactions of propyne and dicyclohexylethyne with dicyclohexylborane followed by NaOHNaOH and H2O2H2O2
Write a mechanism that accounts for the formation of ethyl isopropyl ether as one of the products in the following reaction. CI OEt HCI EtOH Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for step two of this reaction (where the product of step one reacts with the solvent, ethanol). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for the last step of this reaction (formation of ethyl isopropyl ether). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. CI will act as the base in this reaction.
Propose a mechanism for the reaction of benzyl acetate with methylamine. Label theattacking nucleophile and the leaving group, and draw the transition state in which theleaving group leaves.
A common illicit synthesis of methamphetamine involves an interesting variation of the Birch reduction. A solution of ephedrine in alcohol is added to liquid ammonia, followed by several pieces of lithium metal. The Birch reduction usually reduces the aromatic ring, but in this case it eliminates the hydroxy group of ephedrine to give methamphetamine. Propose a mechanism, similar to that for the Birch reduction, to explain this unusual course of the reaction.
Which statement best describes the first step in the mechanism of the following ether synthesis? Na + CH3I -OCH3 The alkoxide ion acts as a nucleophile and attacks the carbon of the alkyl halide. The alkoxide ion acts as a nucleophile and attacks the iodine of the alkyl halide. The alkoxide ion acts as an electrophile and attacks the iodine of the alkyl halide. The alkoxide ion acts as an electrophile and attacks the carbon of the alkyl halide.
If anhydrides react like acid chlorides with the nucleophiles, draw the products formed when each of the following nucleophiles reacts with benzoic anhydride [(C6H5CO)2O]: (a) CH3MgBr (2 equiv), then H2O; (b) LiAlH4, then H2O; (c) LiAlH[OC(CH3)3]3, then H2O.
2 H3C H3C H C→XT OH H3C The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a ß-hydroxy carbonyl compound. base :0: OH H H Under reaction conditions slightly more vigorous than those employed for the aldol reaction, the ß-hydroxyl group is eliminated in an E1cB dehydration to give an a,ß-unsaturated carbonyl compound. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instruct ns H3C heat OH H3C :0: H + H₂O H
b) 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.
Choose the nucleophile best suited for the conversion of an acid chloride to a carboxylic acid. na NaOCH3 CH3NH2 H₂O CH3OH ? OH
Show reasonable mechanisms for the following reaction.
Propose a mechanism for the conjugate addition of a nucleophile ( Nuc:" ) to acrylonitrile ( CH,=CHCN ). Use resonance forms to show how the cyano group activates the double bond for conjugate addition.
Water acting as a nucleophile is observed to react with the following molecule. What is one likely new product of the first step of this reaction? OH O "N(CH3)2 OCH3 O carbonate O alkyl halide O ketone O amine O alcohol