Is E1 or E2 the Correct Mechanism for Bulky Base Eliminations?

[Zayan]

TL;DR Summary: E1 or E2? I did the E2 hoffman elimination because it's tbuOh so it's bulky hence does E2 with Hoffman as major product so I chose option A. But the solution manual has done E1 reaction and rearrangement so the answer marked is C. What is the correct mechanism?

 

[chemisttree]

The alcohol is bulky and therefore NOT likely to be engaging in E2. Hoffman elimination has a strong base. Is there a strong base in this example?

E1 is favored by a polar,non-nucleophilic solvent like t-Butanol and good leaving groups like I. This is textbook E1.

 

[Zayan]

The alcohol is bulky and therefore NOT likely to be engaging in E2. Hoffman elimination has a strong base. Is there a strong base in this example?

E1 is favored by a polar,non-nucleophilic solvent like t-Butanol and good leaving groups like I. This is textbook E1.

I had read that bulky bases do hoffman elimination (E2) because of less crowding.

 

[chemisttree]

Where did you read that?

Hoffmann eliminations apply to quaternary alkyl amines in presence of a strong base.

Is that the case here?