Comments on: Cleavage Of Ethers With Acid https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/ Tue, 26 Mar 2024 19:40:47 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Ether: Definition, Formula, Structure, Examples, and Uses https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-680814 Wed, 27 Dec 2023 05:53:21 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-680814 […] Masterorganicchemistry.com […]

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By: Uditi https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-653819 Mon, 01 May 2023 09:54:28 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-653819 If there is a conjugated system ie, (CH3)2-C=CH-O-CH=CH2 how will we decide where should be carbocation, and how will double bond get affected?

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By: James Ashenhurst https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-648615 Tue, 21 Feb 2023 16:59:42 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-648615 In reply to Chandru.

It is difficult to predict with unsymmetrical di-alkyl ethers. What often happens is that excess H-I is used such that both alkyl fragments are converted into alkyl iodides.

It is easier with aryl alkyl ethers, which will never result in cleavage of the aryl-O bond

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By: Chandru https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-648424 Sat, 18 Feb 2023 16:54:02 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-648424 Sir can we consider the solvent in the case of bond breaking in unsymmetrical ethers???
To identify sn1 or sn2

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By: James Ashenhurst https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-606391 Thu, 07 Oct 2021 19:14:50 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-606391 In reply to Anonymous.

Hard to predict from first principles without doing the experiment.
However, one way to know for sure is to use a large excess of HI, which will give you both isopropyl iodide and methyl iodide.

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By: Anonymous https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-606377 Thu, 07 Oct 2021 14:47:29 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-606377 ]]> If we take isopropyl methyl ether with HI,then what would be the major product? Please tell๐Ÿ™

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By: Harshil Kakkad https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-605811 Sat, 25 Sep 2021 00:14:17 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-605811 Phenol + Ch3I

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By: James Ashenhurst https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-603239 Wed, 07 Jul 2021 15:18:33 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-603239 In reply to Ryn.

Correct.

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By: Ryn https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-603038 Thu, 01 Jul 2021 05:01:11 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-603038 We shall obtain phenol and methyliodide if I’m not wrong.

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By: James Ashenhurst https://www.masterorganicchemistry.com/2014/11/19/ether-cleavage/#comment-601655 Mon, 31 May 2021 15:27:10 +0000 https://www.masterorganicchemistry.com/?p=8631#comment-601655 In reply to smart.

1,3-dioxane is an acetal, and should cleave in mild acid to give formaldehyde and 1,3-propanediol. 1,4-dioxane is not an acetal (it is an ether) and requires harsh acid to cleave (e.g. HI)

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