Question

What set of reaction conditions would favor an SN1 reaction on 2-bromo-3-methylbutane? strong nucleophile in an aprotic solvent weak nucleophile in a protic solvent weak nucleophile in an aprotic solvent

Answer 1

Answer:

Weak nucleophile in a protic solvent favors $S_{N}1$ reaction on 2-bromo-3-methylbutane.

Explanation:

• $S_{N}1$ reaction proceeds through a carbocationic intermediate followed by nucleophilic attack by a nucleophile.
• If strong nucleophile is used for nucleophilic substitution then attack by nucleophile will take place before detachment of leaving group and thereby leading to $S_{N}2$ mechanism.
• If protic solvent is used then, it will make H-bonding with nucleophile. Therefore nucleophilicity is somewhat reduced and the substrate gets enough time to produce carbocation before it gets attacked by nucleophile.

So, weak nucleophile in a protic solvent favors $S_{N}1$ reaction on 2-bromo-3-methylbutane.

Answer 2

The set of reaction conditions that should favor an SN1 reaction on 2-Bromo-3-methyl butane should be Weak nucleophile in a protic solvent

What are SN1 and SN2?

The SN1 reaction should be via the carbocationic intermediate that should be followed by the nucleophilic attack. In the case when the nucleophile i.e. stronf should be applied for substituting the nucleophilic so after this, the attack should be done by the nucleophile prior to the detachment of exit the group.

Therefore, it is Weak nucleophile in a protic solvent

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