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Home  > N,N,N',N'-Tetramethylethylenediamine

AB47731

110-18-9 | N,N,N',N'-Tetramethylethylenediamine

Packsize Purity Availability Price Discounted Price    Quantity
5g 98% in stock $22.00 $15.00 -   +
25g 98% in stock $42.00 $30.00 -   +
100g 98% in stock $106.00 $75.00 -   +
500g 98% in stock $341.00 $239.00 -   +

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Description
Catalog Number: AB47731
Chemical Name: N,N,N',N'-Tetramethylethylenediamine
CAS Number: 110-18-9
Molecular Formula: C6H16N2
Molecular Weight: 116.2046
MDL Number: MFCD00008335
SMILES: CN(CCN(C)C)C

 

Computed Properties
Complexity: 42.5  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 8  
Hydrogen Bond Acceptor Count: 2  
Rotatable Bond Count: 3  
XLogP3: 0.3  

 

 

Upstream Synthesis Route 
  • N,N,N',N'-Tetramethylethylenediamine, commonly known as TMEDA, is a versatile compound widely used in chemical synthesis as a ligand in transition metal-catalyzed reactions. With its ability to chelate to metal ions and solubilize metal complexes, TMEDA facilitates coordination between metal catalysts and organic substrates, thus enhancing the efficiency and selectivity of various synthetic processes.In organic chemistry, TMEDA is frequently employed in Grignard reactions, where it acts as a Lewis base to complex magnesium halides and stabilize the highly reactive Grignard reagents. This enables efficient and controlled addition of the organometallic species to various electrophiles, making TMEDA a key component in the formation of a wide range of carbon-carbon and carbon-heteroatom bonds.Additionally, TMEDA finds application in the formation of organolithium reagents, allowing for the generation of powerful nucleophiles essential for the synthesis of complex molecules. By coordinating to lithium cations and protecting the reactive centers, TMEDA enhances the stability and reactivity of organolithium species, enabling smooth and reliable transformations in organic synthesis.In summary, the unique properties of N,N,N',N'-Tetramethylethylenediamine play a crucial role in enhancing the efficacy and controllability of transition metal-catalyzed reactions and organometallic transformations, making it an indispensable tool for chemists engaged in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.
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