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775053

Sigma-Aldrich

Lithium bis(trimethylsilyl)amide solution

greener alternative

0.5 M in 2-methyltetrahydrofuran

Synonym(s):

Hexamethyldisilazane lithium salt

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About This Item

Linear Formula:
[(CH3)3Si]2NLi
CAS Number:
4039-32-1
Molecular Weight:
167.33
Beilstein:
3567910
MDL number:
MFCD00008261
UNSPSC Code:
12352111
PubChem Substance ID:
329767733
NACRES:
NA.22

form

liquid

greener alternative product characteristics

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

0.5 M in 2-methyltetrahydrofuran

density

0.857 g/mL at 25 °C

greener alternative category

Aligned,

SMILES string

[Li]N([Si](C)(C)C)[Si](C)(C)C

InChI

1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1

InChI key

YNESATAKKCNGOF-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product, 0.5 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention. Click here for more information.

Application

Significantly accelerated the polymerization of phenylacetylene in conjunction with rhodium(I) catalysis.
Strong organic base in greener solvent, 2-methyltetrahydrofuran (2-MeTHF).

2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Statements

H225,H251,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Self-heat. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014,EUH019

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flash Point(F)

8.6 °F

Flash Point(C)

-13 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Macromolecules, 39, 5347-5347 (2006)
Haoyu Tang et al.
Biomacromolecules, 11(6), 1585-1592 (2010-05-15)
A series of poly(gamma-chloropropyl-L-glutamate) (PCPLG) with controlled polymer molecular weight (MW = 5-28 kg x mol(-1)) and molecular weight distribution (PDI = 1.16-1.26) have been prepared from hexamethyldisilazane (HMDS)-mediated ring-opening polymerization (ROP) of gamma-chloropropyl-L-glutamic acid based N-carboxylanhydride (CP-NCA). CD, FTIR
Werner Mormann et al.
Macromolecular bioscience, 9(4), 369-375 (2008-11-26)
Trimethylsilylation of cellulose in different 1,3-dialkylimidazolium ionic liquids (IL) with hexamethyldisilazane (HMDS) as a silylating agent was investigated. Trimethylsilyl (TMSi) cellulose with a degree of substitution (DS) greater than 1 is insoluble in the IL. The maximum DS obtained depends
Juliana Tsz Yan Lee et al.
Scanning, 34(1), 12-25 (2012-04-26)
Common dehydration methods of cells on biomaterials for scanning electron microscopy (SEM) include air drying, hexamethyldisilazane (HMDS) or tetramethysilane (TMS) treatment and critical point drying (CPD). On the other side, freeze-drying has been widely employed in dehydrating biological samples and
Nur Hazlin Hazrin-Chong et al.
Journal of microbiological methods, 90(2), 96-99 (2012-05-09)
The use of hexamethyldisilazane (HMDS) as a drying agent was investigated in the specimen preparation for scanning electron microscopy (SEM) imaging of bacterial surface colonization on sub-bituminous coal. The ability of microbes to biofragment, ferment and generate methane from coal
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