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Merck

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:
999-97-3
Molecular Weight:
161.39
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
329757861
EC Number:
213-668-5
Beilstein/REAXYS Number:
635752
MDL number:
MFCD00008259

Key Documents

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grade

derivatization grade (GC derivatization)

Quality Level

100

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
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.
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).

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

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

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

pictograms

FlameSkull and crossbones
GHS02,GHS06

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

52619-VAR: + 52619-1L: + 52619-6X250ML: + 52619-50ML: + 52619-250ML: + 52619-BULK: + 52619-10X1ML: + 52619-10ML: + 52619-1ML:

jan

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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)
Tania Limongi et al.
Biomedical materials (Bristol, England) (2020-11-14)
Generation of artifical vascular grafts (TEVG) as blood vessel substitutes is a primary challenge in biomaterial and tissue engineering research. Ideally, these grafts should be able to recapitulate physiological and mechanical properties of natural vessels and guide the assembly of
Oxide-based Systems at the Crossroads of Chemistry (2001)
Jacopo La Nasa et al.
Analytica chimica acta, 1001, 51-58 (2018-01-03)
In this paper we present a new analytical GC/MS method for the analysis of mixtures of free fatty acids and metal soaps in paint samples. This approach is based on the use of two different silylating agents: N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA) and
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