E2 Clarification

[DrRoyal Pains]

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For E2 rxns, the only way you get the Hoffman product is if you have both a bulky base AND a tertiary halide? If you have one or the other it mostly favors Zaitsev? (Depending on where the anti-coplanar H is).

 

[Demps]

For E2 rxns, the only way you get the Hoffman product is if you have both a bulky base AND a tertiary halide? If you have one or the other it mostly favors Zaitsev? (Depending on where the anti-coplanar H is).

Follow the general consensus

if you have secondary halide and terbutoxide, I would go with Hoffman product

 

[2PacClone23]

For E2 rxns, the only way you get the Hoffman product is if you have both a bulky base AND a tertiary halide? If you have one or the other it mostly favors Zaitsev? (Depending on where the anti-coplanar H is).

If it's secondary, it does Hoffman as well.

 

[DrRoyal Pains]

I thought every time you have a bulky base and tertiary halide you only get the hoffman product, but if you have a bulky base and secondary halide you often get the Zeitsev product? (or at least that's what Chad said. Im confusing the **** out of myself ha).

 

[UCSD1984]

I thought every time you have a bulky base and tertiary halide you only get the hoffman product, but if you have a bulky base and secondary halide you often get the Zeitsev product? (or at least that's what Chad said. Im confusing the **** out of myself ha).

I haven't watched Chad's lectures in a while, but if I remember correctly he stated that "It's POSSIBLE to get a Zeitsev product with a bulky base and a secondary halide."

Basically, what that means to me is....we'll never see something that complicated on the DAT. It's one of those things that would have to be done in a lab and analyzed.

The previous 2 posters nailed it. Secondary or Tertiary Halide with a Bulky Base = almost always safe to assume the Hoffman product.

Edit: To add to this, I only recall 1 or 2 reaction problems in Destroyer that involved a Bulky Base. I would assume that if we see it on the DAT, there's a 90% chance it'll simply be a Tertiary Halide.

 

[DrRoyal Pains]

Alright, thanks guys. I guess I was overanalyzing a little bit ha.