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AB47017

1070-89-9 | Sodium bis(trimethylsilyl)amide

Packsize Purity Availability Price Discounted Price    Quantity
5g 95% in stock $117.00 $82.00 -   +
25g 95% in stock $302.00 $211.00 -   +

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*All prices are in USD.

Description
Catalog Number: AB47017
Chemical Name: Sodium bis(trimethylsilyl)amide
CAS Number: 1070-89-9
Molecular Formula: C6H18NNaSi2
Molecular Weight: 183.3746
MDL Number: MFCD00009835
SMILES: C[Si]([N-][Si](C)(C)C)(C)C.[Na+]

 

Upstream Synthesis Route
  • Sodium bis(trimethylsilyl)amide, often referred to as NaHMDS, is a powerful base commonly used in chemical synthesis. This compound plays a crucial role in organic chemistry reactions by deprotonating acidic hydrogen atoms, leading to the formation of carbon-carbon or carbon-heteroatom bonds. Its high reactivity and strong basicity make it a versatile tool for various transformations in the laboratory.In organic synthesis, NaHMDS is frequently employed in deprotonation reactions to generate nucleophilic carbon anions. These anions can then participate in nucleophilic addition, elimination, or substitution reactions to form new carbon-carbon or carbon-heteroatom bonds. Additionally, NaHMDS is used in the preparation of organometallic compounds and as a strong base in the elimination of acidic protons.Furthermore, NaHMDS has found applications in the desilylation of silyl ethers and the deprotection of functional groups in organic molecules. Its specificity towards selectively deprotonating certain positions in a molecule makes it a valuable reagent for synthetic chemists seeking to control regioselectivity in their reactions.Overall, Sodium bis(trimethylsilyl)amide stands as an essential reagent in the toolbox of synthetic chemists, enabling the efficient construction of complex organic molecules through its versatile reactivity and strong basicity.
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