Question

In: Chemistry

What are the four factors to consider when deciding whether a reaction proceeds via an SN1...

What are the four factors to consider when deciding whether a reaction proceeds via an SN1 or an SN2 reaction mechanism? How does each factor play a role?

Solutions

Expert Solution

1. substrate:

for sn2 mechanism, the order of substrates are 10 > 20> 30

for sn1 mechanism the reactivity order of substrate is 30 > 20 > 10.

2. nature of leaving group:

conjugate base of weak acid is the good leaving group in sn2 & sn2

3. nature of nucleophile:

strong nucleophiles favors sn2 mechanism

weak / moderate nucleophiles favours sn1 mechanism.

4. solvent

polar protic solvents favours sn1 mechanism

polar aprotic solvents favours sn2 mechanism.


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