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92751

Sigma-Aldrich

1-(Trimethylsilyl)imidazole

≥98.0%

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Synonym(s):
N-Trimethylsilylimidazole, TMSI, TSIM
Empirical Formula (Hill Notation):
C6H12N2Si
CAS Number:
18156-74-6
Molecular Weight:
140.26
Beilstein:
606148
EC Number:
242-040-3
MDL number:
MFCD00005280
UNSPSC Code:
12352005
PubChem Substance ID:
329770163
NACRES:
NA.22

grade

synthesis grade

Quality Level

200

Assay

≥98.0% (T)
≥98.0%

form

liquid

refractive index

n20/D 1.475 (lit.)

bp

93-94 °C/14 mmHg (lit.)

density

0.957 g/mL at 20 °C
0.956 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)n1ccnc1

InChI

1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3

InChI key

YKFRUJSEPGHZFJ-UHFFFAOYSA-N

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Application

1-(Trimethylsilyl)imidazole may be used as an effective alternative to N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA) and N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) for the efficient silylation of Ti-MCM-41, a titanium substituted mesoporous molecular sieve. This process enhances the hydrophobicity and catalytic activity of Ti-MCM-41 catalyst for cyclohexene epoxidation with aqueous hydrogen peroxide.

Other Notes

Powerful silylating agent, particularly for alcohols; Synthesis of acyl imidazolides

related product

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lukas Schmidt et al.
Archives of toxicology, 91(2), 677-687 (2015-12-19)
We studied the human in vivo metabolism and the elimination kinetics of α-pinene (αPN), a natural monoterpene which commonly occurs in the environment. Four volunteers were exposed to a single oral dose of 10 mg αPN. Each subject provided one pre-exposure
Silylation of Ti?MCM?41 by trimethylsilyl?imidazole and its effect on the olefin epoxidation with aqueous H 2 O 2.
Bu J & Rhee HK
Catalysis Letters, 66(4), 245-249 (2000)
J. Heberle et al.
Silylating Agents, 2nd ed. (1995)
G.S. Bates et al.
Tetrahedron Letters, 4423-4423 (1976)
J.D. Nicholson
Analyst, 103, 193-193 (1978)
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