Comments on: Bulky Bases in Elimination Reactions

By: komal

komal — Sat, 12 Mar 2022 03:28:04 +0000

hi, I have a question, in E1 reactions, the transition state leading to the more substituted alkene isn’t a part of the rate determining step right , so what drives formation of zaitsev product as major product in E1 reactions?

By: James Ashenhurst

James Ashenhurst — Fri, 16 Oct 2020 19:21:11 +0000

In reply to Tan Hong Kiat. DBU, yes. Not sure what you are referring to with DBA.

By: Tan Hong Kiat

Tan Hong Kiat — Sat, 15 Aug 2020 06:09:30 +0000

Does DBU and DBA considered bulky base?

By: James Ashenhurst

James Ashenhurst — Mon, 11 Nov 2019 17:47:35 +0000

In reply to Matthew.

Glad to hear it Matthew – Please let me know if there’s anything missing that you’d like to see. – James

By: Matthew

Matthew — Sun, 10 Nov 2019 14:58:02 +0000

These articles, infact this whole website has been invaluable to my studies. I can’t thank you enough!

By: James Ashenhurst

James Ashenhurst — Mon, 30 Sep 2019 20:00:23 +0000

In reply to Brooster. Thanks Brooster - I appreciate your comment and your kind words.

By: James Ashenhurst

James Ashenhurst — Thu, 29 Aug 2019 20:46:11 +0000

In reply to Josh. Yes, I would refer any questioners to this H.C. Brown paper, particularly table 4: Brown, H. C.; Moritani, I.; Okamoto, Y. J. Am. Chem. Soc. 1956, 78 (10), 2193–2197. DOI: 10.1021/ja01591a047

By: James Ashenhurst

James Ashenhurst — Mon, 13 May 2019 16:35:04 +0000

In reply to pantaree. No, it most certainly is not.

By: pantaree

pantaree — Sun, 30 Sep 2018 10:11:52 +0000

NaOH is not bulky base,is it?

By: Josh

Josh — Tue, 03 Apr 2018 16:07:39 +0000

Hello,

I just recently did a test where we had an elimination reaction with t-butoxide, and the teacher marked me wrong saying it was Zaitsev’s rule. However, when I went to explain to her that bulky bases give Hofmann elimination products, she told me she needed some academic proof. Are there any textbooks that refer directly t-butoxide as a strong base which yields Hofmann as a major ? I cannot seem to find anything online. Thanks