Talk:Grignard reaction

message: All of the mechanism arrows shown for the radical reaction should be single-headed. One of them is mistakenly double.  —Preceding unsigned comment added by Ggspring (talk • contribs) 13:57, 1 November 2009 (UTC)
thread_title: Mechanism

message: how do you convert acid halide to secondary alcohal by reaction with Grignard reagent??
: That can't be done as you describe it. When a Grignard reacts with an acyl halide, a ketone is formed. Usually, a second molecule of the Grignard agent will then react with the carbonyl, giving a tertiary alcohol. If you could prevent this second reaction, you could reduce the ketone to a secondary alcohol, but doing so is hard for acyl halides and the reduction isn't a Grignard reaction. Or you could reduce the acyl halide to an aldehyde and then Grignard rxn would give secondary alcohol, but again, reduction ≠ Grignard. DMacks 05:55, 8 March 2006 (UTC)
thread_title: Question

message: What exactly is missing? --Rifleman 82 00:18, 13 September 2007 (UTC)
replies: text: is a red link, I don't know if someone had intended to upload something but forgot, or what. shoy 19:51, 13 September 2007 (UTC)
replies: text: Fixed. It should be :Image:Organoelementgrignard.png. --Itub (talk) 08:27, 7 August 2008 (UTC)
thread_title: Chemical drawing needed

message: nonylmagnesium bromide reacts with an aryl chloride to a nonyl benzoic acid
This is not whats in the mentioned literature whic is the production of carboxylic acids by the reaction of Grignard reaction with carbondioxide.--Stone (talk) 10:21, 8 February 2008 (UTC)
replies: text: might be a better ref.--Stone (talk) 10:25, 8 February 2008 (UTC)
replies: text: Further more the reaction itself is not a very good example because the Grignard would normaly go for the ester group and not for the bromine. JACS 1948 This has to be pointed out! --Stone (talk) 10:31, 8 February 2008 (UTC)
thread_title: Couplingis severly wrong

message: Might want to include the reaction with a di ester (e.g. (EtO)2 C=O)  Its an interesting reaction, and has applications in dye manufacture for making crystal violethttp://jchemed.chem.wisc.edu/journal/issues/1996/Mar/abs259.html 129.67.121.34 (talk) 13:46, 17 February 2008 (UTC)
thread_title:  An extra reaction 

message: Hello,
I am researching the Grignard reaction and am trying to chase up the references, particually the reviews. However i am unsure of what "Comp. Org. Syn." is, i assume organic synthesis but do not know what comp. is. Can anyone help? 
Thanks86.16.112.9 (talk) 20:15, 28 October 2008 (UTC)
thread_title:  Reference 

message: "Grignard reagents react with electrophilic chemical compounds. Such reactions are not ionic; the Grignard reagent exists as an organometallic cluster (in ether)."
This is very poorly written and ill-placed.  The information in these two sentences should be one sentence and none of that needs to even be in the article.  —Preceding unsigned comment added by 137.155.208.30 (talk) 15:52, 5 December 2008 (UTC)
thread_title:  Deletion or Re-write 

message: Forgive my ignorance, but is the Mg-X bond (X=halogen) covalent or ionic? (I presume that the R-Mg bond is covalent, right?)  Thanks, --Jorge Stolfi (talk) 18:45, 16 November 2009 (UTC)
replies: text: I'm no expert in the structure of Grignard reagents, but I suspect that the answer is "yes". ;-) There's probably a mix of ionic and covalent character, and how it looks will depend on the solvent and other conditions. That said, I'm now looking at Greenwood & Earnshaw's Chemistry of the Elements and it has a nice diagram showing the messy situation: a number of equilibria including dimerization, association, dissociation, ionization, and disproportionation. Since one of these reactions is the dissociation of the halide ion, I think one could say that the Mg-X bond is ionic. PS: it would be nice to add such a figure to the article. ;-) --Itub (talk) 20:39, 16 November 2009 (UTC)
thread_title:  Nature of the Mg-X bond 

message: I just wanted to point out the the reaction of Grignard on a nitrile from a imine and often forms a ketone after hydrolysis. it's just that under certain circumstance of stabilization with double bonds or benzen rings it can stay as a imine.
Ok  Mistura20 (talk) 01:48, 12 October 2022 (UTC)
thread_title:  reaction with grignard 

message: I have heard from two professors and a textbook that the exact mechanism for the formation of a Grignard reagent is still unknown. I found a few sources that confirm this, so I edited the reagent section and cited a source. saumaun (talk) 17:10, 23 September 2011 (UTC)
thread_title:  Grignard Reagent Mechanism 

message: I am not quite sure how the reaction on RMgX with R'-CN (nitrile) produces a ketone as a product. It does not seem obvious where the Oxygen for the Carbonyl would come from. If this is a multistep reaction, then the second reagent system should be listed as well.  — Preceding unsigned comment added by Am0210 (talk • contribs) 00:37, 19 February 2014 (UTC)
replies: text: Chemists often fail to mention hydrolysis, but I mention this aspect to address the issue you raised.  --Smokefoot (talk) 01:46, 19 February 2014 (UTC)
thread_title:  Reactions with other electrophiles 

message: Substituted at 16:46, 29 April 2016 (UTC)
thread_title: Assessment comment

message: The article could be split into Grignard reaction (RMgX + organic carbonyls) and Grignard reagent.  
Arguments for a split:
*These topics are distinct
*make the articles more manageable sizes
*the Grignard reaction is far less important (IMHO) than the making and use of RMgX
Arguments against a split:
*most/many chemists think that the Grignard reaction is the making of the reagent
--Smokefoot (talk) 18:16, 19 February 2017 (UTC)
thread_title: Split the article?

message: I tried this before (see above), but no one seemed to care.  I would make the split this weekend by cut and pasting content from the present article into the current redirect page Grignard reagent.  Then I would do the dirty work of addressing all the links.  Suggestions welcome.--Smokefoot (talk) 02:34, 7 March 2019 (UTC)
replies: text: Support. Organic chemist, here, I agree with a split. Organotin chemistry is a separate page from the Stille reaction and Ylide is a separate page from the Wittig reaction. So there is definitely precedent for this, particularly to allow for discussion of more than one application of the reagent. Regarding the earlier "argument against" you mentioned, any chemist who calls the synthesis of a Grignard reagent a "Grignard reaction" is objectively wrong and I don't think that incorrect idea should hold any weight. 155.33.134.45 (talk) 21:53, 7 March 2019 (UTC)
thread_title: Split proposal

message: — Assignment last updated by CHEM 300 UBC CJA (talk) 18:01, 8 November 2023 (UTC)
thread_title: Wiki Education assignment: CHEM 300