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Merck

440191

Sigma-Aldrich

Hexamethyldisilazane

reagent grade, ≥99%

Sinónimos:

Bis(trimethylsilyl)amine, HMDS

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About This Item

Fórmula lineal:
(CH3)3SiNHSi(CH3)3
Número de CAS:
Peso molecular:
161.39
Beilstein/REAXYS Number:
635752
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

grade

reagent grade

assay

≥99%

form

liquid

refractive index

n20/D 1.407 (lit.)

bp

125 °C (lit.)

SMILES string

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

InChI

1S/C6H19NSi2/c1-8(2,3)7-9(4,5)6/h7H,1-6H3

InChI key

FFUAGWLWBBFQJT-UHFFFAOYSA-N

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General description

Hexamethyldisilane (HMDS) is a stable and effectivereagent for trimethylsilylation of hydrogen-labile substrates such as alcohols,amines, and carboxylic acids. It is commonly used for the protection of sensitivefunctional groups during chemical synthesis. Owing to its low cost, high vapor pressure, and safety, itis widely used as a precursor in chemical vapor deposition(CVD) reactions.

Application

Hexamethyldisilane (HMDS) can be used:
  • As a silylating agent in the trimethylsilylation of alcohols under nearly neutral reaction conditions.
  • To control the molecular weights of polypeptides during ring-opening polymerization of α-amino acid N-carboxyanhydrides.
  • To fabricate silicon carbonitride thin films by plasma-enhanced CVD.
  • For specimen preparation for scanning electron microscopy and the preparation of trimethylsilyl ethers from hydroxy compounds.

Features and Benefits

  • High chemicalstability and low molecular weight
  • Nontoxic andcost-effective reagent
  • Ammonia is theonly byproduct generated during silylation
  • Silylationreaction using HDMS is nearly neutral and does not need any precaution

pictograms

FlameSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

52.5 °F - closed cup

flash_point_c

11.4 °C - closed cup

ppe

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


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F Braet et al.
Journal of microscopy, 186(Pt 1), 84-87 (1997-04-01)
Critical point drying (CPD) is a common method of drying biological specimens for scanning electron microscopy (SEM). Drying by evaporation of hexamethyldisilazane (HMDS) has been described as a good alternative. This method, however, is infrequently used. Therefore, we reassessed HMDS
Rapid and highly efficient trimethylsilylation of alcohols and phenols
with hexamethyldisilazane (HMDS) catalysed by in situ generated I2
using OxoneR /KI or cerium ammonium nitrate (CAN)/KI systems
under mild conditions
Eskandar K, et al.
Journal of Chemical Sciences (Bangalore), 123(5), 703-708 (2011)
Judith J de Vries et al.
International journal of molecular sciences, 21(19) (2020-10-01)
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