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80631

Sodium bis(trimethylsilyl)amide solution

40% in THF

Synonym(s):

HMN-Na Sol, NaHMDS solution, Hexamethyldisilazane sodium salt solution

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About This Item

Linear Formula:
[(CH3)3Si]2NNa
CAS Number:
1070-89-9
Molecular Weight:
183.37
UNSPSC Code:
12352111
NACRES:
NA.22
PubChem Substance ID:
57652836
MDL number:
MFCD00009835
Beilstein/REAXYS Number:
3629917
Concentration:
40% in THF
Form:
liquid
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form

liquid

Quality Segment

200

concentration

40% in THF

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

Application

  • Sodium bis(trimethylsilyl)amide, also known as NaHMDS, is a metal dialkylamide reagent that combines both high basicity and nucleophilicity. It is a general reagent used for the enolization of carbonyl compounds.
  • It can be used to prepare phosphonium ylides in Wittig reaction.
  • NaHMDS solution can also be used as a source of nitrogen in aminomethylation and in the synthesis of primary amines from the corresponding alkyl halides.

Other Notes

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Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

supp_hazards

EUH014,EUH019

Storage Class

3 - Flammable liquids

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

target_organs

Central nervous system, Respiratory system

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