Comments on: Aromatic Synthesis (3) – Sulfonyl Blocking Groups

By: James Ashenhurst

James Ashenhurst — Mon, 20 May 2019 20:25:22 +0000

In reply to NICKY KUMARI. The purpose of the two arrows is just to show that the reaction eventually converts to phenol, without going into details on the mechanism. If I had to draw it out, as you suggest, the first arrow would be protonation of the anisole oxygen, and the second would be attack at the sigma star with Cl- .

By: NICKY KUMARI

NICKY KUMARI — Sat, 18 May 2019 19:44:54 +0000

In reply to NICKY KUMARI. only one*

By: NICKY KUMARI

NICKY KUMARI — Fri, 17 May 2019 22:14:52 +0000

When you convert anisole to phenole you put 2 arrow between them but I think only arrow will be present bacause when anisole react with HCl then 1st protonation occur on oxygen then Cl- attack on sigma star orbit of C-O bond and formation of phenol and methyl chloride.Then why you put 2 arrow plss say

By: Matt Pierce

Matt Pierce — Thu, 29 Nov 2018 05:55:42 +0000

Another nifty example of dealkylation is the formation of meta products following long reaction times/higher temps during poly-alkylation: https://en.wikipedia.org/wiki/Friedel%E2%80%93Crafts_reaction#Friedel%E2%80%93Crafts_dealkylation . The wikipedia page does say “needs citation” but I think I recall reading it in March’s advanced organic.

I have yet to meet a student I tutor who has actually needed to know this fun fact. So I fear to breath a word of it, because drawing a meta product for alkylation would get zero points on 99.9% of exams!