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Sodium bis(trimethylsilyl)amide solution

ALDRICH/245585 - 1.0 M in THF

Synonym: Hexamethyldisilazane sodium salt solution

CAS Number: 1070-89-9
Empirical Formula (Hill Notation): C6H18NNaSi2
Molecular Weight: 183.37
MDL Number: MFCD00009835
Linear Formula: [(CH3)3Si]2NNa
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-245585-4X25ML 25 mL
$64.60
4/EA
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45-245585-100ML 100 mL
$68.10
1/EA
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45-245585-4X100ML 100 mL
$213.00
4/EA
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45-245585-800ML 800 mL
$315.00
1/EA
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45-245585-18L 18 L
$3400.00
1/EA
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25 mL Sure/Sealâ„¢ Packaging

 

concentration 1.0 M in THF
density 0.904 g/mL at 25 °C
form liquid
InChI 1S/C6H18NSi2.Na/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
InChI key WRIKHQLVHPKCJU-UHFFFAOYSA-N
Quality Level 200 
SMILES string C[Si](C)(C)N([Na])[Si](C)(C)C
Application: NaHMDS can be used as a base:
•  In the synthesis of N-boc-1-amino-1,3-diene derivatives from N-boc-1-amino-4-methoxy-2-alkenes via 1,4-elimination reactions.
•  To deprotonate alkyl or aryl ketones to generate enolate derivatives by hydroxylation reaction.
•  In the enantioselective synthesis of 1,2-amino alcohols by the reaction between various nitroalkanes and aldehydes via nitroaldol reaction promoted by bimetallic heterogeneous catalyst.

General description: Sodium bis(trimethylsilyl)amide solution (NaHMDS) is widely used as a strong base in organic synthesis for deprotonation reactions and base-catalyzed reactions. It is also involved in the generation of enolates, Wittig reagents and carbenes.
Legal Information: Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Packaging: 18, 20 L in steel drum
Packaging: 4×25, 100, 4×100, 800 mL in Sure/Seal™
Packaging: The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Density 0.904 g/mL at 25 °C
UNSPSC 12352111

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