Comments on: SN1 vs E1 and SN2 vs E2 : The Temperature https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/ Thu, 16 May 2024 07:12:30 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Madhav Mittal https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-693859 Thu, 16 May 2024 07:12:30 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-693859 In note 3, when we treated secondary alkyl halide with weak base , how did SN2 dominate?
As the base/nucleophile is weak(neutral) so it should be SN1,right?

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By: Madhav Mittal https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-693802 Wed, 15 May 2024 18:09:59 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-693802 Dr James, please also tell that if we are given a chair conformation of cyclohexane, will we have to do the reaction with that particular conformation only , or can we do ring flipping?

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By: James Ashenhurst https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-678293 Thu, 30 Nov 2023 19:25:02 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-678293 In reply to Areeba.

It means 80% ethanol, 20% water. E.g. 800 mL EtOH and 200 mL H2O.

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By: James Ashenhurst https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-678292 Thu, 30 Nov 2023 19:24:29 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-678292 In reply to Arpit Rath.

Since this is a secondary alkyl iodide, and there is a tertiary carbon adjacent to the secondary alkyl halide, my guess is that the heat is just helping the secondary alkyl halide form a carbocation. I would suggest that after formation of the carbocation you will get a hydride shift, followed by attack of tBuOH on to the tertiary carbocation.

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By: Arpit Rath https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-598309 Sat, 27 Feb 2021 03:57:01 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-598309 Hey i have a question. If i treat 2-iodo-3,4-dimethylpentane with tertiary butyl alcohol under sufficiently high temperature, what will be the major product? I’m struggling to know whether it’ll be an E1 or E2 product. Could you help me out here please ??

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By: James Ashenhurst https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-597603 Fri, 05 Feb 2021 18:35:09 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-597603 In reply to Len.

You are correct. Fixed. Thank you so much Len!

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By: Len https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-597582 Fri, 05 Feb 2021 04:13:28 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-597582 Hi James, impressive amount of work in this site. On this page, I think the last two diagrams in the Notes section are out of sequence. The word heat is NOT omitted where the narrative says it is and vice-versa. (Or maybe I misunderstand your point!)

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By: Aman Gandhi https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-593123 Tue, 05 Jan 2021 18:21:42 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-593123 I think the last two images should replace each other. Since the last reaction should have ‘heat’ written on the arrow .
Thanks for the Post.

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By: Nikhilesh https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-583620 Fri, 21 Aug 2020 07:25:33 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-583620 This site is just marvellous I never think of it thank u sir

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By: James Ashenhurst https://www.masterorganicchemistry.com/2012/12/19/sn1-vs-e1-temperature-sn2-vs-e2/#comment-580255 Sat, 16 May 2020 03:39:22 +0000 https://www.masterorganicchemistry.com/?p=6849#comment-580255 In reply to Meow.

I would assume that “mild heat” is there for a purpose, and it is pushing towards E1.

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