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Sigma-Aldrich

Potassium bis(trimethylsilyl)amide solution

0.5 M in toluene

Synonym(s):

Hexamethyldisilazane potassium salt solution, Potassium hexamethyldisilazide solution

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About This Item

Linear Formula:
[(CH3)3Si]2NK
CAS Number:
40949-94-8
Molecular Weight:
199.48
Beilstein:
4006754
MDL number:
MFCD00010330
UNSPSC Code:
12352111
PubChem Substance ID:
24856751
NACRES:
NA.22

vapor density

3.2 (vs air)

Quality Level

200

vapor pressure

54 mmHg ( 25 °C)

form

liquid

concentration

0.5 M in toluene

color

clear to slightly hazy yellow

density

0.877 g/mL at 25 °C

SMILES string

C[Si](C)(C)N([K])[Si](C)(C)C

InChI

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

InChI key

IUBQJLUDMLPAGT-UHFFFAOYSA-N

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Application

Strong base used in the alkylation carbonyl compounds.

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 Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

44.6 °F - closed cup

Flash Point(C)

7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Alan C Spivey et al.
Organic letters, 9(5), 891-894 (2007-02-10)
[reaction: see text] The scope and limitations of the conjugate addition of 2- and the first 4-pyridyl Gilman homocuprates to various alpha,beta-unsaturated Michael acceptors are delineated. The conjugate addition of the cuprate of 2-bromo-3-methylpyridine to (E)-methyl crotonate then diastereoselective enolate
Hexamethyldisilazane-mediated controlled polymerization of alpha-amino acid N-carboxyanhydrides.
Hua Lu et al.
Journal of the American Chemical Society, 129(46), 14114-14115 (2007-10-30)
Daniele Fabbri et al.
Environmental science & technology, 42(8), 2957-2963 (2008-05-24)
Using the pyrolysis-gas chromatography-mass spectrometry and off-line pyrolysis/silylation methods for lignites from three Miocene brown coal basins of Poland resulted in the characterization of many organic compounds, including dominant cellulose degradation products such as levoglucosan, 1,6-anhydro-beta-D-glucofuranose, and 1,4:3,6-dianhydroglucopyranose. Levoglucosan is
A Sebok et al.
Journal of chromatography. A, 1211(1-2), 104-112 (2008-10-14)
This paper presents a derivatization, mass fragmentation study relating to the most common six cholic acids, such as cholic, lithocholic, chenodeoxycholic, ursodeoxycholic, 3-hydroxy,7-ketocholanic and dehydrocholic acids, identified and quantified as pollutants in the aquatic environment at the first time. Derivatizations
Jerry Isaacson et al.
Angewandte Chemie (International ed. in English), 48(10), 1845-1848 (2009-01-29)
(-)-Dysibetaine has been synthesized in 11 steps from readily available L-malic acid (see scheme). The key step is a unique Ugi 4-center-3-component cyclization reaction, where an ester group acts as the carboxylic acid component. The use of 1,1,1,3,3,3-hexamethyldisilazane as an
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