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

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

Stock No. Size Price ($) Quantity Availability
L08779-AE 100ml 44.90
L08779-AP 500ml 132.00
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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
Storage & Sensitivity
Moisture Sensitive. May form a Precipitate. Store under Nitrogen. Ambient temperatures.
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-H302-H314-H335-H336-H351

Highly flammable liquid and vapour. Harmful if swallowed. Causes severe skin burns and eye damage. May cause respiratory irritation. May cause drowsiness or dizziness. Suspected of causing cancer.

Precautionary Statements: P201-P202-P210-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P281-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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