394874

1-(Trimethylsilyl)imidazole

derivatization grade (GC derivatization), LiChropur^™

• Synonym(s): TSIM, N-Trimethylsilylimidazole, TMSI
• Empirical Formula (Hill Notation): C₆H₁₂N₂Si
• CAS Number: 18156-74-6
• Molecular Weight: 140.26
• Beilstein/REAXYS Number: 606148
• EC Number: 242-040-3
• MDL number: MFCD00005280
• UNSPSC Code: 41115716
• PubChem Substance ID: 329755874
• NACRES: NA.22

Properties

• grade: derivatization grade (GC derivatization)
• Quality Level: 100
• assay: ≥94.0%
• quality: LiChropur^™
• reaction suitability: reagent type: derivatization reagent; reaction type: Silylations
• technique(s): gas chromatography (GC): suitable
• refractive index: n20/D 1.475 (lit.)
• bp: 93-94 °C/14 mmHg (lit.)
• density: 0.956 g/mL at 25 °C (lit.)
• 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

Description

General description

1-(Trimethylsilyl)imidazole (TMSIM) has high silyl donor ability. It does not react with amino groups and also does not help in formation of enol-ether on unprotected ketone groups. It is useful as a silylating agent for ecdysones, norepinephrine, dopamine, steroids, sugars, sugar phosphates and ketose isomers.[1]

Powerful silylating agent, particularly for alcohols[2][3][4]; Synthesis of acyl imidazolides[5]

Application

1-(Trimethylsilyl) imidazole may be used for the synthesis an O-silylated derivative of a hexahomotriazacalix[3]arene.[6] It may also be used for the silylation of Ti-MCM-41 catalyst, to study its effect on the olefin epoxidation with aqueous H₂O₂, 1-(Trimethylsilyl) imidazole was found to improve the hydrophobicity and the catalytic performance of Ti-MCM-41.[7]

Learn more in the Product Information

Other Notes

Reagent for trimethylsilyl and trimethylsilyl ether.

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H225,H302,H315,H319
• pcodes: P210 - P233 - P240 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 42.8 °F - closed cup
• flash_point_c: 6 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter