Chapter 7 Part 2:Is the Mechanism Sn1 or Sn2? Flashcards
What is the most important factor in determining whether the reaction occurs via Sn1 or Sn2?
The º of the alkyl halide.
Which mechanism do 1º alkyl halides use?
Sn2 Only
Which mechanism do 2º alkyl halides use ?
Both Sn1 and Sn2. Mechanism is determined by other factors.
Which mechanism do 3º alkyl halides use?
Sn1 Only
Strong :Nu- favor the ___________ Mechanism
Sn2
Weak :Nu- favor the ____________ Mechanism
Sn1
How does the leaving group affect the rxn rate of the Sn1 mechanism? the Sn2 mechanism?
better leaving groups increase the rate of both mechanisms
Rank these leaving groups from worst to best
R–F / R–OH / R–Cl / R–I / R–NH2
R–NH2 R–OH R–F R–Cl R–I
The Sn1 Mechanism prefers a polar _____ solvent
polar protic solvent
The Sn2 Mechanism prefers a polar______ solvent
polar aprotic solvent
What is the difference between a polar aprotic and a polar protic solvent?
polar protic solvents are capable of hydrogen bonding