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Merck
CN

92751

1-(Trimethylsilyl)imidazole

≥98.0%

Synonym(s):

N-Trimethylsilylimidazole, TMSI, TSIM

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About This Item

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

Key Documents

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grade

synthesis grade

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

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6632
SDBB1367
SDBB0828
STBL2287
STBK8588

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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)
J.D. Nicholson
Analyst, 103, 193-193 (1978)
K. Blau et al.
Handbook of Derivatives for Chromatography (1993)
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