Consider the following equilibrium:O||R-C-H + HCNHOOHR-C-H|CN(A) When R = CH3CH2-, Keq = 1. (i) Predict whether Keq should be greater orless than 1 when R = CICH2, and (ii) when R is CH2=CH. Explain.(B) In the case where R is CH2=CH, the cyanohydrin is formed faster butgiven enough time, another constitutional isomeric C4H5NO productpredominates. Explain and write a base-catalyzed mechanism for theformation of the other isomer. Recall that:HOHONN

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Consider the following equilibrium: R-C-H + HCN HO OH 1 R-C-H | CN (A) When R = CH3CH2-, Keq = 1. (1) Predict whether Keq should be greater or less than 1 when R = CICH2, and (ii) when R is CH₂=CH. Explain. (B) In the case where R is CH₂=CH, the cyanohydrin is formed faster but given enough time, another constitutional isomeric C4H5NO product predominates. Explain and write a base-catalyzed mechanism for the formation of the other isomer. Recall that: HC HON ON

Consider the following equilibrium: R-C-H + HCN HO OH 1 R-C-H | CN (A) When R = CH3CH2-, Keq = 1. (1) Predict whether Keq should be greater or less than 1 when R = CICH2, and (ii) when R is CH₂=CH. Explain. (B) In the case where R is CH₂=CH, the cyanohydrin is formed faster but given enough time, another constitutional isomeric C4H5NO product predominates. Explain and write a base-catalyzed mechanism for the formation of the other isomer. Recall that: HC HON ON

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 55AP: Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?

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