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52619

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Hexamethyldisilazane

for 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
Beilstein:
635752
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.22

grade

for 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

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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

Learn more in the Product Information
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).
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

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

52.5 °F - closed cup

Flash Point(C)

11.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable zirconyl triflate,[ZrO (OTf) 2]
Moghadam M, et al.
Journal of Organometallic Chemistry, 693(11), 2041-2046 (2008)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
Tania Limongi et al.
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