Comments on: Introduction to Nucleophilic Substitution Reactions https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/ Fri, 02 Dec 2022 22:25:08 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Nucleophilic Substitution: Definition, Example and Mechanism https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-576642 Tue, 18 Feb 2020 07:12:22 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-576642 […] Definition – Masterorganicchemistry.com […]

]]> By: James https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-324237 Tue, 11 Nov 2014 22:24:32 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-324237 In reply to Hamada Abulkhair.

There is a chiral centre, but it can still be optically inactive if it is present as a 1:1 mixture of enantiomers.

]]> By: Hamada Abulkhair https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-322652 Sun, 09 Nov 2014 19:32:33 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-322652 I think that, the final product in example 4 “3-methylhexan-3-ol” is an optically active. The central carbon still attached with 4 different substituent group.

]]> By: James https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-299150 Tue, 23 Sep 2014 15:49:22 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-299150 In reply to Anon.

a) Because the SN2 reaction does not operate on tertiary alkyl halides. b) C3 is a chiral centre, but the molecule loses optical activity (becomes racemic) due to the fact that it proceeds through an SN1 mechanism (containing a carbocation)

]]> By: Anon https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-293824 Tue, 16 Sep 2014 07:09:54 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-293824 1) In example #3, should the products be 2-methyl propan-2-ol and NaBr instead of HBr (in the reaction that doesn’t take place, assuming it did).
2)In #4, why isn’t the second compound optically active? Isn’t C3 acting as a chiral centre for the compound?

]]> By: james https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-16578 Mon, 28 Jan 2013 03:49:04 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-16578 In reply to Pleza.

This is a classic example of an E2 being favored over SN2, see this post (and those previous) – https://masterorganicchemistry.com/2013/01/18/wrapup-the-quick-n-dirty-guide-to-sn1sn2e1e2/

]]> By: Pleza https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-16228 Sat, 26 Jan 2013 15:06:16 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-16228 Please give little more explanation regarding example #3

]]> By: goshu abraham https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-3515 Thu, 12 Apr 2012 13:28:28 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-3515 very nice!!

]]> By: james https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-1089 Mon, 26 Sep 2011 12:32:05 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-1089 In reply to John Spevacek.

Thanks! Fixed

]]> By: John Spevacek https://www.masterorganicchemistry.com/2011/09/26/introduction-to-substitution-reactions/#comment-1087 Mon, 26 Sep 2011 12:19:01 +0000 https://www.masterorganicchemistry.com/?p=2309#comment-1087 (Psst. – The second equation under example #1 is incorrect, unless you intended to show that no reaction occurs.)

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