Jump to content

Featured Replies

Es SN1 porque el carbono unido al bromo es terciario, lo que favorece la formación de un carbocatión estable, necesario para el mecanismo SN1.

3 hours ago, Rossseliz said:

Es SN1 porque el carbono unido al bromo es terciario, lo que favorece la formación de un carbocatión estable, necesario para el mecanismo SN1.

This appears to be either an answer to a question or an explanation in a text.

What do you want to know about it and yes English please. ?

SN1 and SN2 are types of chemical substitution reactions

See Skyes

A Guidebook to Mechanism in Organic Chemistry

9 hours ago, Rossseliz said:

Es SN1 porque el carbono unido al bromo es terciario, lo que favorece la formación de un carbocatión estable, necesario para el mecanismo SN1.

Buen dia. Guessing a bit, as I don't speak Spanish but have some French and Latin, the SN1 mechanism is favoured with tertiary carbon atoms because the substituents hinder access by a displacing anion, as it needs to approach from the side opposite to the group to be displaced. So SN2 doesn't work. Details here (using the example of hydroxide as the displacing species and bromine as the species to be displaced) :

https://www.chemguide.co.uk/mechanisms/nucsub/hydroxidett.html

It is also true that tertiary carbocations are somewhat more stable than primary ones:

https://www.chemguide.co.uk/mechanisms/eladd/carbonium.html

This is actually quite interesting. I was brought up with the "traditional" explanation that alkyl groups were mildly electron-donating, without any compelling explanation as to why this should be. The more modern hyperconjugation explanation described in this link is new to me, but makes sense of it quite elegantly.

I hope you can read these explanation in English or, if not, that you can follow the diagrams. 🙂

Edited by exchemist

Just now, exchemist said:

This is actually quite interesting. I was brought up with the "traditional" explanation that alkyl groups were mildly electron-donating, without any compelling explanation as to why this should be. The more modern hyperconjugation explanation described in this link is new to

and me Thanks +1

Don't you wish we could all learn something new everyday ?

Just now, studiot said:

and me Thanks +1

Don't you wish we could all learn something new everyday ?

Yep, that's why I always read these posts by newcomers. You never know what bit of extra knowledge you may glean. Even from cranks like Tom Booth!

But this looks like a serious enquiry. I had always found SN1 vs. SN2 one of the most boring and hackneyed topics in organic chemistry. Now, 50 years on, I find a new source of interest in it.

Please sign in to comment

You will be able to leave a comment after signing in

Sign In Now

Important Information

We have placed cookies on your device to help make this website better. You can adjust your cookie settings, otherwise we'll assume you're okay to continue.

Configure browser push notifications

Chrome (Android)
  1. Tap the lock icon next to the address bar.
  2. Tap Permissions → Notifications.
  3. Adjust your preference.
Chrome (Desktop)
  1. Click the padlock icon in the address bar.
  2. Select Site settings.
  3. Find Notifications and adjust your preference.