# Can grignard reagent contain secondary amino group?

Is there any reason why this grignard reagent wouldn't work? My best guess is that perhaps the nitrogen could act as a second nucleophilic "head", thereby not giving a good yield on the intended product. Or maybe this isn't stable enough?

• The variables regarding why the reagent may or may not be effective for certain processes depends a lot on what your using it for? – Technetium Nov 25 '15 at 8:10
• I'm really just wondering if there's a way it could deactivate itself, like how you shouldn't make a grignard reagent that can reach a carboxyl group on itself. Originally I intended to use it to attack benzoyl chloride. Can the grignard really deprotonate itself? It seems to me like the nitrogen's proton is too close? – timaeus222 Nov 25 '15 at 8:30
• I'm almost sure it can and will deprotonate and thus deactivate itself. Whether or not the nitrogen's proton is close to the Grignard site, does not matter at all. – Ivan Neretin Nov 25 '15 at 8:38
• @Ivan and the OP—Please (self-)answer this question so it wouldn't show up in the 'unanswered' list. i.e. close the case. – M.A.R. Nov 25 '15 at 18:41

• Obviously because I mistook the secondary amine's $\ce{-NH-}$ for imine's $\ce{=NH}$. Who cares. Grignard would instantly destroy both all the same. – Ivan Neretin Mar 31 '17 at 21:21