Chloroform Reactions with Metals & Alkoxides

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SUMMARY

Chloroform reacts violently with various metals including aluminum (Al), sodium (Na), lithium (Li), magnesium (Mg), potassium (K), iron (Fe), and zinc (Zn), as well as sodium methoxide (CH3ONa). The reactions can lead to the formation of compounds such as CCl3Na and CHCl2Na, accompanied by the release of hydrogen gas (H2) or sodium chloride (NaCl). The discussion raises concerns about the suitability of chloroform as an NMR solvent for alkoxides, particularly focusing on its reactivity with alkali metal methoxides.

PREREQUISITES
  • Understanding of organic chemistry reactions involving chloroform.
  • Knowledge of alkali metals and their alkoxides.
  • Familiarity with NMR spectroscopy and solvent selection.
  • Basic principles of chemical reactivity and product formation.
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  • Research the specific reactions of chloroform with alkali metals and their alkoxides.
  • Investigate the formation and properties of CCl3Na and CHCl2Na.
  • Learn about alternative NMR solvents suitable for studying alkoxides.
  • Explore safety protocols for handling chloroform and reactive metals.
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Chemists, organic chemistry students, and researchers involved in NMR spectroscopy or studying the reactivity of chloroform with metals and alkoxides.

osskall
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Chloroform is said to react violently with both metals (Al, Na, Li, Mg, K, Fe, Zn) and e.g. sodium methoxide (CH3ONa). Does anyone know more about this? What happens?
Formation of e.g. CCl3Na with release of H2? Or CHCl2Na+NaCl?
And how about reaction with alkoxides?

Does chloroform react with many of the alkoxides or mainly with alkali metal methoxides? Otherwise, it doesn't seem as a smart choice for NMR solvent if one wants to do NMR on alkoxides...

Thank you for your answers.
 
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Aaaaargh! The :devil: :devil: :devil: at the library have removed the Gmelin Handbook of Inorganic Chemistry from the basement. I just faced lots of empty shelves. :confused: Ok they got rid of CAS, because that can be accessed with SciFinder, but Gmelin...?? :cry:
When I asked someone just before closing time where it is now she almost couldn't answer my question, it was just some "Oh, I guess it is at some depository now". It wouldn't surprise me if they threw away everything. They could as well have, I mean if one cannot access the books just for browsing... Gmelin is not something from which you order page xx to page yy. Those who made this decision (as so often with decision-makers) apparently have no clue about the things they decide about (and the consequences the decisions get...)

Now I really need an answer from you guys (chem_tr?) as to what happens when chloroform reacts with metals or metal alkoxides and why, since I'm not even able to consult Gmelin.
 

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