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Merck
CN

52619

Hexamethyldisilazane

derivatization grade (GC derivatization), LiChropur, ≥99.0% (GC)

Synonym(s):

HMDS

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About This Item

Linear Formula:
(CH3)3SiNHSi(CH3)3
CAS Number:
Molecular Weight:
161.39
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-668-5
Beilstein/REAXYS Number:
635752
MDL number:
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grade

derivatization grade (GC derivatization)

Quality Level

assay

≥99.0% (GC)

form

liquid

quality

LiChropur

reaction suitability

reagent type: derivatization reagent
reaction type: Silylations

technique(s)

gas chromatography (GC): suitable

refractive index

n20/D 1.407 (lit.), n20/D 1.408

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

General description

Hexamethyldisilazane (HMDS) is a commercially available, silylating agent, which is used as an alternative for the preparation of silyl ethers from hydroxyl compounds.

Application

Hexamethyldisilazane is suitable for the derivatization of alcohols, U-aminobutyric acid, pesticidal carbamates and urea, 3,4-Dihydroxyphenylglycol, 4-hydroxycoumarins, hydroxyfatty acids, n-hydroxy-2-fluorenylacetamide, kerb cycle acid, malonaldehyde, monoglycerides, phenylpyruvic acid, shikimic acid, unsaturated fatty acid esters (or methyl esters), and related compounds.

It may be used as a derivatizing reagent for the analysis of bioamines and their acidic metabolites, phenol, hydroquinone and catechol in urine samples, mixtures of free fatty acids and metal soaps in paint samples using gas chromatography/mass spectrometry (GC/MS).
Learn more in the Product Information
Suitable for the derivatization of alcohols, Υ-aminobutyric acid, pesticidal carbamates and urea, 3,4-Dihydroxyphenylglycol, 4-hydroxycoumarins, hydroxyfatty acids, n-hydroxy-2-fluorenylacetamide, kerb cycle acid, malonaldehyde, monoglycerides, phenylpyruvic acid, shikimic acid, unsaturated fatty acid esters (or methyl esters), and related compounds.

Features and Benefits

  • HMDS is inexpensive and has a relatively low boiling point (124-127 °C).        
  • It can be used without solvent but its silylating power can be increased by various (mostly acidic) catalysts.        
  • The only reaction byproduct, ammonia, can leave the reaction mixture as the reaction goes to completion.

Other Notes

Important silylating agent
Reagent for 2-hydroxypyrimidine, polytrimethylsilyloxy, trimethylsilyl and trimethylsilyl oximes.

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany


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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

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

Regulatory Information

危险化学品

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Articles

Results of a study involving the ability few Fluka silylating reagents to form GC-MS-compatible trimethylsilylmethyl derivatives of NSAIDs

Related Content


Oxide-based Systems at the Crossroads of Chemistry (2001)
Comprehensive profiling analysis of bioamines and their acidic metabolites in human urine by gas chromatography/mass spectrometry combined with selective derivatization
Park H-N, et al.
Journal of Chromatography A, 1305, 234-243 (2013)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)



Global Trade Item Number

SKUGTIN
52619-10ML04061832552521
52619-10X1ML04061837683916
52619-1L04061837683923
52619-1ML04061832552545
52619-250ML04061832555904
52619-50ML04061832555911