Comments on: Reactions and Mechanisms https://www.masterorganicchemistry.com/reaction-guide/ Fri, 04 Aug 2023 02:31:45 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Joanie Sommers https://www.masterorganicchemistry.com/reaction-guide/#comment-665489 Fri, 04 Aug 2023 02:31:45 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-665489 These rxn guides are not helping me with O chem 1. My professor has questions much harder than the flashcards with multiple steps can you help with this?

Can you post common reactants and solvents associated with their most common reactions?

Can you do a one page sheet that has rxn, mechanism, and clues that it is that rxn?

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By: James Ashenhurst https://www.masterorganicchemistry.com/reaction-guide/#comment-665231 Tue, 01 Aug 2023 09:48:02 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-665231 In reply to Brock Sheehan.

Thanks Brock, am very glad you found it helpful. James

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By: Brock Sheehan https://www.masterorganicchemistry.com/reaction-guide/#comment-663872 Tue, 25 Jul 2023 21:52:43 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-663872 The creators of this are legends. Aced o chem 1 and about to finish 2 solely using this

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By: James Ashenhurst https://www.masterorganicchemistry.com/reaction-guide/#comment-657702 Wed, 07 Jun 2023 15:39:15 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-657702 In reply to Shrinjoy.

Generally I would prefer dialkyl cuprate to dialkyl cadmium for conversion of an alkyl halide to a ketone, but dialkyl cadmium will also work. Both of these reagents will convert acid halides to ketones without addition to ketones. (see JACS 1972 vol 94 8593)

One contributing factor to the high reactivity of Grignard reagents towards carbonyls is the Lewis acidic character of the magnesium, which coordinates to oxygen and activates the carbonyl carbon toward nucleophilic attack. This is much less of a problem with the less oxophilic metals copper and cadmium.

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By: Shrinjoy https://www.masterorganicchemistry.com/reaction-guide/#comment-657655 Tue, 06 Jun 2023 18:21:43 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-657655 Hi James! Just wanted to ask you why do we prefer dialkyl cadmium more than Grignard reagent to prepare ketone from acid chloride?

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By: James Ashenhurst https://www.masterorganicchemistry.com/reaction-guide/#comment-654819 Thu, 11 May 2023 20:46:49 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-654819 In reply to Suvi Sharon.

Bromine will not be exactly in the plane. The model that applies in these cases is the “half-chair” model. Good image is here (replace CH3 with Br for your case) https://www.researchgate.net/figure/Schematic-representation-of-half-chair-conformations-6-HC-7-and-6-HC-7-of-ring-B-in_fig1_31911282

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By: Suvi Sharon https://www.masterorganicchemistry.com/reaction-guide/#comment-654807 Thu, 11 May 2023 17:25:34 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-654807 If I consider a 3-bromo 1-cyclohexene will the bromine be on the plane or not?
If not lets say its above the plane in that case if I brominate the cyclohexene for anti addition , among the added bromines which will be above the plane and which will be below .. because with respect to the 3- bromo .. both the structures would be different isn’t it ?…..

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By: James Ashenhurst https://www.masterorganicchemistry.com/reaction-guide/#comment-649304 Thu, 02 Mar 2023 22:10:12 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-649304 In reply to Daksh Mishra.

Is this a theoretical question or an actual transformation you are doing in a lab?

For catalytic hydrogenation with Pd-C/H2, nitro is generally more easily reduced than a double bond. My reference is Pd-C in Paquette’s encyclopedia of reagents for organic synthesis, volume 6, available for loan (free) on archive.org

It is possible to find conditions that will selectively reduce the alkene without reducing the nitro group. It is also possible to reduce a nitro group without affecting a double bond elsewhere in the molecule.

Is the double bond conjugated to the nitro group, or is it isolated from the nitro group? Conjugation between the nitro and the double bond will make the alkene somewhat less likely to undergo catalytic hydrogenation.

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By: Daksh Mishra https://www.masterorganicchemistry.com/reaction-guide/#comment-649170 Wed, 01 Mar 2023 07:15:21 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-649170 If a compound containing a double bond and nitro-group is allowed to react with only 1 equivalent of Hydrogen using Nickel, then among double bond and nitro-group, which one will be reduced first??

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By: Asad Shabbir https://www.masterorganicchemistry.com/reaction-guide/#comment-621792 Sat, 26 Feb 2022 08:45:13 +0000 https://staging.masterorganicchemistry.com/?page_id=2592#comment-621792 This is the best article I have ever seen. Thanks from https://accespedia.com/

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