Comments on: Ortho-, Para- and Meta- Directors in Electrophilic Aromatic Substitution https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/ Mon, 25 May 2026 23:40:54 +0000 hourly 1 https://wordpress.org/?v=6.9.4 By: James Ashenhurst https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-794970 Mon, 25 May 2026 23:40:54 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-794970 In reply to shubham.

Yes….

]]> By: shubham https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-794859 Sun, 24 May 2026 08:42:49 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-794859 toulene is ortho-para directing yet activating

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-781643 Sun, 23 Nov 2025 16:05:51 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-781643 In reply to J.

Ridiculous

]]> By: Dimpu https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-781626 Sun, 23 Nov 2025 11:24:34 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-781626 Jee, we have been told toluene is meta directing yet activating???

]]> By: J https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-781625 Sun, 23 Nov 2025 11:23:30 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-781625 We have been told toluene is meta directing

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-731258 Fri, 21 Mar 2025 18:21:54 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-731258 In reply to AH.

Going to leave this as an exercise for you. Would you expect it to be a pi-donor (donating electron density into the ring) or a pi acceptor (accepting electron density from the ring) ?

]]> By: AH https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-731242 Fri, 21 Mar 2025 13:37:40 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-731242 What is the directing effect of a boronic acid group?

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-727445 Tue, 18 Feb 2025 12:28:09 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-727445 In reply to Roshan Sarmah.

Not all electrophiles are equally reactive.

Nitration (active electrophile NO2(+) can be performed on highly electron deficient aromatic rings such as dinitrobenzene.

Chlorination can be performed on a fairly wide range of electron deficient aromatic rings.

The Friedel Crafts can tolerate only mild deactivating groups. Since the electrophile in the Friedel Crafts is a carbocation intermediate, the equilibrium would likely favor the reactants if it resulted in forming a new carbocation intermediate (i.e. the product of reaction of the FC carbocation with the aromatic ring) that was significantly less stable than the reactants.

]]> By: Roshan Sarmah https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-727423 Tue, 18 Feb 2025 06:07:35 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-727423 I have a question why some electrophilic substitution reaction like FC alkylation of benzoic acid not possible but if we go for halogenation of benzoic acid it gives meta product why ?

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2018/01/29/ortho-para-and-meta-directors-in-electrophilic-aromatic-substitution/#comment-674691 Tue, 17 Oct 2023 11:34:30 +0000 https://www.masterorganicchemistry.com/?p=11246#comment-674691 In reply to Yongbeom Kwon.

Do you have a specific example?

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