Comments on: Common Blind Spot: Intramolecular Reactions

By: A

Thu, 09 Feb 2023 05:41:43 +0000

Oh right. Thanks for answering.

By: James Ashenhurst

James Ashenhurst — Wed, 08 Feb 2023 22:36:17 +0000

In reply to A. The acid-base reaction is an equilibrium. So long as the difference in pKa values is less than 10 or so, there will be a meaningful concentration of the less stable conjugate base, and that can then participate in reactions.

By: A

Wed, 08 Feb 2023 18:09:24 +0000

excuse me but I have a doubt, the cyclic ether reaction is still confusing me a bit because there’s the reagent NaOH and 4-bromobutanol, so to get the butoxide nucleophile I guess the OH- would take off the H from the butanol? But 4-bromobutoxide is a stronger base than OH- [a website said that pKa of 4 bromobutanol is 14.98±0.10(Predicted)], so how would that acid-base reaction occur? This is more a question about Williamson ether synthesis I guess.

By: Sourav

Sourav — Sun, 08 Dec 2019 01:06:48 +0000

Can you please tell me if there will be ring formation in case of a molecule where the nucleophile and electrophile are at the ends of a very long aklyl chain?

By: James Ashenhurst

James Ashenhurst — Wed, 15 May 2019 02:42:44 +0000

In reply to Thomas Luedeke. "Give me a bunch of rings all stuck together, and I crumple into the fetal position crying for my Mommy." This has my vote as favorite comment of all time. Thank you Thomas

By: Anurag

Anurag — Mon, 08 Feb 2016 03:24:09 +0000

U r best. Thanks lord for creating humans like u. It explanations and creativeness are just WOW!!

By: Thomas Luedeke

Thomas Luedeke — Tue, 19 May 2015 05:28:33 +0000

I despise intramolecular reactions with a white hot passion, particularly when it comes to retrosynthetic analysis. Give me a bunch of rings all stuck together, and I crumple into the fetal position crying for my Mommy. No idea how to tackle them. Generally no idea on what the linking sites on precursors are, or how to systematically approach problems.

IMHO, it is barely taught at all in organic classes. Most books seem to barely mention intramolecular reactions, let alone scrutinize it as a troublesome area for students. And when it is taught, it isn’t taught very well. Frequently it just seems to pop upon tests for the purposes of destroying students.

The lack of emphasis on this topic seems utterly bizarre to me considering how incredibly important it is in chemical synthesis and in biochemistry.

By: Oskar Henriksson

Oskar Henriksson — Sat, 04 Oct 2014 09:03:24 +0000

Maybe you should mention something about why these reactions usually are favoured kinetically?

By: ntakirutimana emmanuel

ntakirutimana emmanuel — Thu, 03 Jan 2013 07:46:57 +0000

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