Identify the mechanism by which each of the reactions above proceeds from among

Question

Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers.

a = Electrophilic addition d = SN2 Nucleophilic substitution g = Nucleophilic subs at carbonyl(acyl Xfer) b = E2 Elimination e= Electrophilic aromatic substitution h = Conjugate (nucleophilic) addn c = SN1 Nucleophilic substitution f = Carbonyl nucleophilic addn Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. a = Electrophilic addition d = SN2 Nucleophilic substitution g = Nucleophilic subs at carbonyl(acyl Xfer) b = E2 Elimination e= Electrophilic aromatic substitution h = Conjugate (nucleophilic) addn c = SN1 Nucleophilic substitution f = Carbonyl nucleophilic addn

Explanation / Answer

1. The first reaction is the production of alkene through elimination.

N(CH3)3 , H+, I- are eliminated from the substrate.

Hence, the letter b is correct.

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2.

Here, the Cl is substituted by NH2. Hence this is a substitution reaction.

We need to decide whether it is SN1 or SN2.

When we observe the starting material and product, Cl is above the plane and NH2 is on the plane.

This only occurs when there is back side attack of the nucleophile.

This is observed in SN2.

Hence the letter d is correct.

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