Comments on: Reagent Friday: Potassium tert-butoxide [KOC(CH3)3]

By: Alexis A.

Alexis A. — Fri, 30 Apr 2021 01:10:30 +0000

Is it possible for tert-butoxide to favor a zaitsev product over hoffman?

By: James Ashenhurst

James Ashenhurst — Sat, 12 Sep 2020 19:25:39 +0000

In reply to Zahaan. 1,3-hexadiene.

By: Zahaan

Zahaan — Sat, 12 Sep 2020 04:04:01 +0000

What will be the product when 3-Bromocyclohexene is treated with
pottasium tert-butoxide ?

By: James Ashenhurst

James Ashenhurst — Tue, 09 Jun 2020 21:04:44 +0000

In reply to Dina Johnson. You most certainly do!

By: Dina Johnson

Dina Johnson — Tue, 09 Jun 2020 21:03:48 +0000

So you need a Leaving group for this reaction to proceed correct?

By: James Ashenhurst

James Ashenhurst — Mon, 18 May 2020 02:56:59 +0000

In reply to Nathalia Rogacheski. In that case there is only one possible product, and there is no "Zaitsev" or "Hoffmann" product.

By: Nathalia Rogacheski

Nathalia Rogacheski — Sat, 16 May 2020 15:27:22 +0000

What would be the product if potassium tert-butoxide was used on 3-bromopentane?
Would 2-pentene be the Zaitsev product?

By: James Ashenhurst

James Ashenhurst — Tue, 10 Dec 2019 16:41:07 +0000

In reply to kemee. Yes, that is correct.

By: kemee

kemee — Tue, 10 Dec 2019 15:14:54 +0000

what are the expression rate for t-butoxide with 1-choloro-2-methylpropane? is it rate= k[alkylhalide][bulkybase]?

By: James Ashenhurst

James Ashenhurst — Thu, 14 Nov 2019 18:19:05 +0000

In reply to Mohan Raj. I'm assuming you mean 1 equivalent. t-butoxide is not a great choice of base here. Since propanol and t-butanol are very close in acidity, there will be an equilibrium between the conjugate base of propanol and the t-buOH formed by deprotonation of propanol. You risk forming t-butyl methyl ether as a byproduct, which I assume is not what you're going for.