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235083

Sigma-Aldrich

Sodium bis(trimethylsilyl)amide

95%

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Synonym(s):
Hexamethyldisilazane sodium salt
Linear Formula:
[(CH3)3Si]2NNa
CAS Number:
Molecular Weight:
183.37
Beilstein:
3629917
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

mp

171-175 °C (lit.)

SMILES string

C[Si](C)(C)N([Na])[Si](C)(C)C

InChI

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

InChI key

WRIKHQLVHPKCJU-UHFFFAOYSA-N

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This Item
80631324620245585
mp

171-175 °C (lit.)

mp

-

mp

-

mp

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

Application

Useful for the generation of carbenes, the amination of sulfenamides, and the preparation of lanthanide complexes.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Supplementary Hazards

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Journal of the American Chemical Society, 116, 7637-7637 (1994)
Journal of the Chemical Society. Perkin Transactions 1, 1923-1923 (1992)
Angewandte Chemie (International Edition in English), 32, 1208-1208 (1993)
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)
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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