Comment by The Red Man Jolan Bonelli on How to remove hexane from nBuLi
Thanks! @Buttonwood This question was more out of curiosity on how the authors of the paper managed to remove the hexane from the nBuLi/Hexane solution without it catching on fire. From the other...
View ArticleWhy are Sonogashira reactions moisture sensitive?
Exemple, aryl halide + TMS-acetylene in NEt3 + Pd[PPh3]2Cl2 or Pd[PPh3]4:The reaction does not form water at any time so its presence wouldn't shift the equilibrium. Neither TMS-acetylene or the aryl...
View ArticleHow to safely add a lithiated reagent (R-Libenzene) to another flask using...
I would like to do a murahashi coupling (lithium coupling) between 1,4 dibromo benzene and 2,6-dinaphtalene-4-tertbutyl-iodobenzene.I am trying to copy the exact procedure from this article:Giannerini,...
View ArticleComment by The Red Man Jolan Bonelli on How to safely add a lithiated reagent...
Thanks a lot for this extremely detailed and useful explanation. I am familiar with canula techniques but have never thought it could be suitable to add reagents at a controlled rate. I will try this!...
View ArticleComment by The Red Man Jolan Bonelli on What is the difference in reactivity...
A potential reason suggested to me by a fellow chemists is a s follows. Trimethylborate is more reactive (as explained in the question) and thus is more prone to hyrdolysis over time (degradation of...
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Why does hydrogen peroxide decompose during the oxidation of an aryl amine to...
Small scale:I attempted the oxidation of an aryl amine (2-amino-6-bromonaphtalene) to the nitroarene using hydrogen peroxide (ArNH2, H2O2, MeCN (15 mL as solvent). After trying it on small scale (0.1...
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