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1070-89-9 - Sodium bis(trimethylsilyl)amide, 1M soln. in THF - NaHMDS - N-Sodiohexamethyldisilazane - L08779 - Alfa Aesar

L08779 Sodium bis(trimethylsilyl)amide, 1M soln. in THF

CAS Number
1070-89-9
Synonyms
NaHMDS
N-Sodiohexamethyldisilazane

Size Price ($) Quantity Availability
100ml 42.70
500ml 125.00
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Sodium bis(trimethylsilyl)amide, 1M soln. in THF

MDL
MFCD00009835
EINECS
213-983-8

Chemical Properties

Formula
C6H18NNaSi2
Formula Weight
183.38
Flash Point
-17°(1°F)
Density
0.904
Sensitivity
Moisture Sensitive
Solubility
Soluble in benzene, toluene and ether. Reacts with water.

Applications

Sodium bis(trimethylsilyl)amide is useful for the generation of carbenes, the amination of sulfonamides, and for the preparation of lanthanide complexes. It is significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis. It is used to deprotonate ketones and esters to generate enolate derivatives, phosphonium salts, generating Wittig reagents.

Notes

Moisture Sensitive. Incompatible materials are Oxidizing agents, Oxygen. Store away from water and oxidizing agents.

Literature References

Mario Janjetovic; Annika M Träff; Tobias Ankner; Jenny Wettergren; Göran Hilmersson. Solvent dependent reductive defluorination of aliphatic C-F bonds employing Sm(HMDS)2.Chemical Communications.2013, 49 (18), 1826-1828.

Hua Lu; Jianjun Cheng. Hexamethyldisilazane-mediated controlled polymerization of alpha-amino acid N-carboxyanhydrides.Journal of the American Chemical Society.2007, 129 (46), 14114-14115.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H314-H351-H335

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Suspected of causing cancer. May cause respiratory irritation.

Precautionary Statements: P210-P260-P201-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3629917
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes

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