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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:
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).
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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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
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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)
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)

