Choose all of the following reaction mechanisms that are possible from the reaction between ethyl bromine and the cyanide ion. O The lone pair on the carbon atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group. V The electrons of the triple bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group. V The lone pair on the nitrogen atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group. O The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group. V The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and the bromine acts as the leaving group. O The lone pair on the nitrogen atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group. V The lone pair on the carbon atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group.

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 29VC
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Choose all of the following reaction mechanisms that are possible from the reaction between ethyl bromine and the cyanide ion.
O The lone pair on the carbon atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group.
The electrons of the triple bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group.
V The lone pair on the nitrogen atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group.
The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group.
The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and the bromine acts as the leaving group.
The lone pair on the nitrogen atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group.
The lone pair on the carbon atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group.
Transcribed Image Text:Choose all of the following reaction mechanisms that are possible from the reaction between ethyl bromine and the cyanide ion. O The lone pair on the carbon atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group. The electrons of the triple bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group. V The lone pair on the nitrogen atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group. The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group. The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and the bromine acts as the leaving group. The lone pair on the nitrogen atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group. The lone pair on the carbon atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group.
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