Comments on: Monochlorination Products Of Propane, Pentane, And Other Alkanes https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/ Wed, 07 Dec 2022 18:30:14 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: James Ashenhurst https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-586234 Fri, 16 Oct 2020 19:22:16 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-586234 In reply to Rupam Burman.

Yes, of course. This post focuses on mono-chlorination in order to quantify their reactivity.

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By: Rupam Burman https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-582825 Fri, 07 Aug 2020 04:12:10 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-582825 Sir, can’t di- , tri- and tetra- chloroalkanes be produced using chlorination? I’m really curious…

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By: James Ashenhurst https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-578010 Fri, 13 Mar 2020 16:53:25 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-578010 In reply to Dylan Antonacci.

It can be true that the major product is not always the more stable radical.

In the specific case of propane, experiments show that slightly more 2-chloropropane (55%) is produced than 1-chloropropane (45%), despite the fact that there are 3 times as many primary hydrogens as secondary hydrogens.

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By: Dylan Antonacci https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-577964 Thu, 12 Mar 2020 20:54:13 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-577964 Some texts mention that the MAJOR product is not always the most stable radical. For instance, instance propane has 6 primary H’s and 2 secondary H’s, they say that the 1-chloropropane would be the major product. Is that incorrect?

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By: James Ashenhurst https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-548738 Tue, 05 Mar 2019 22:02:14 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-548738 In reply to ahmed.

Supplied below one of the comments.

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By: James Ashenhurst https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-548737 Tue, 05 Mar 2019 22:01:22 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-548737 In reply to Neeraj.

Yes, that is exactly correct.

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By: Neeraj https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-513076 Sat, 20 May 2017 04:00:56 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-513076 Is the answer to the last question 1, 2, 1, 3, 3 respectively ?

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By: Zunnash https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-503630 Thu, 02 Feb 2017 19:46:17 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-503630 1st Compound: Possible isomer – 1-chloro-2,2-dimethylpropane.
2nd compound: Possible isomers- 1-chlorobutane and 2-chlorobutane
3rd compound: Possible isomers- chloro-cyclohexane
4th compound: Possible isomers- 1-chloro-3-ethylpentane and 2-chloro-3-ethylpentane and 3-chloro-3-ethylpentane
5th compound: Possible isomers- 1-chloro-2,4-dimethylpentane and 2-chloro-2,4-dimethylpentane and 3-chloro-2,4-dimethylpentane

Are these correct answers to those compounds at the bottom???

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By: Meghan https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-89523 Sun, 27 Apr 2014 17:07:18 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-89523 In reply to James.

thank you!!

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By: James https://www.masterorganicchemistry.com/2013/09/17/monochlorination-isomers-from-free-radical-reactions/#comment-88931 Sat, 26 Apr 2014 03:00:17 +0000 https://www.masterorganicchemistry.com/?p=7555#comment-88931 In reply to Meghan.

Well, to be literal, it could indeed go on any of the 5 carbons, but because 4-chloropentane and 5-chloropentane are the same as 2-chloropentane and 1-chloropentane, respectively, there are only 3 “official” possibilities.

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