There are two reaction mechanism problems that I am having difficulty understanding:
Problem 1: Tertiary halide with azide (N3-) acting as nucleophile/base (solvent is water)
My answer: e1
Key answer: no reaction
My reasoning was that azide would be a strong nucleophile/weak base because it's negatively charged but it is also stabilized by resonance. Since the halide is tertiary we can rule out sn2. We can also rule out E2 because azide is a...
Organic Chemistry: sn1 sn2 e1 e2 problems
Problem 1: Tertiary halide with azide (N3-) acting as nucleophile/base (solvent is water)
My answer: e1
Key answer: no reaction
My reasoning was that azide would be a strong nucleophile/weak base because it's negatively charged but it is also stabilized by resonance. Since the halide is tertiary we can rule out sn2. We can also rule out E2 because azide is a...
Organic Chemistry: sn1 sn2 e1 e2 problems