CAS 18156-74-6

(Trimethylsilyl)imidazole

Description:

(Trimethylsilyl)imidazole is an organosilicon compound characterized by the presence of a trimethylsilyl group attached to an imidazole ring. This compound typically appears as a colorless to pale yellow liquid and is known for its stability and solubility in organic solvents. The trimethylsilyl group enhances the compound's reactivity, making it useful as a protecting group in organic synthesis, particularly for alcohols and amines. Its imidazole moiety contributes to its basicity and nucleophilicity, allowing it to participate in various chemical reactions, including catalysis and coordination chemistry. Additionally, (trimethylsilyl)imidazole can act as a ligand in metal complexes, further expanding its utility in synthetic applications. The compound is generally handled with standard safety precautions, as it may pose irritant effects upon contact with skin or eyes. Overall, (trimethylsilyl)imidazole is a versatile reagent in the field of organic chemistry, particularly in the synthesis and modification of complex organic molecules.

Formula: C₆H₁₂N₂Si

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

InChI key: InChIKey=YKFRUJSEPGHZFJ-UHFFFAOYSA-N

SMILES: [Si](C)(C)(C)N1C=CN=C1

Synonyms:

• (Trimethylsilyl)imidazole
• 1-(Trimethylsilyl)imidazole
• 1-(trimethylsilyl)-1H-imidazole
• 1-Imidazolyltrimethylsilane
• 1H-Imidazole, 1-(trimethylsilyl)-
• Imidazole, 1-(trimethylsilyl)-
• N-(Trimethylsilyl)-1H-imidazole
• N-(Trimethylsilyl)imidazol
• N-Trimethylsilylimidazole
• NSC 139860
• Trimethylimidazosilane
• Tsim

N-Trimethylsilylimidazole [Trimethylsilylating Reagent]

CAS: 18156-74-6

Formula: C₆H₁₂N₂Si

Purity: >98.0%(T)

Color and Shape: Colorless to Almost colorless clear liquid

Molecular weight: 140.26

Ref: 3B-T0585

TMS-Imidazole (=N-Trimethylsilylimidazole) [for Gas Chromatography]

CAS: 18156-74-6

Formula: C₆H₁₂N₂Si

Purity: >98.0%(T)

Color and Shape: Colorless to Almost colorless clear liquid

Molecular weight: 140.26

Ref: 3B-A5605

N-Trimethylsilylimidazole Kit SIM 1 mL × 8 / Reaction vial, capacity 2 mL × 8 [Trimethylsilylating Reagent]

CAS: 18156-74-6

Purity: >98.0%(T)

Color and Shape: Colorless to Almost colorless clear liquid

Ref: 3B-T0693

1-(Trimethylsilyl)imidazole, 97%

CAS: 18156-74-6

1-(Trimethylsilyl)imidazole acts as a silylating agent for alcohols, carbohydrates and 1,3-dicarbonyl compounds. It is a derivatization reagent used for selective silylation of hydroxyl groups and carboxylic acid without affecting the amino group. It employed as an intermediate for the synthesis of

Formula: C₆H₁₂N₂Si

Purity: 97%

Color and Shape: Clear colorless to pale yellow, Liquid

Molecular weight: 140.26

Ref: 02-A12512

1-(Trimethylsilyl)-1H-imidazole

CAS: 18156-74-6

Formula: C₆H₁₂N₂Si

Purity: 95%

Color and Shape: Liquid

Molecular weight: 140.2584

Ref: IN-DA0035AT

1-Trimethylsilylimidazole

CAS: 18156-74-6

Formula: C₆H₁₂N₂Si

Purity: ≥ 97.0%

Color and Shape: Clear, colourless to pale yellow

Molecular weight: 140.26

Ref: 7W-GK2806

N-Trimethylsilylimidazole

CAS: 18156-74-6

S19525 - N-Trimethylsilylimidazole

Formula: C₆H₁₂N₂Si

Purity: 98%

Color and Shape: Liquid

Molecular weight: 140.261

Ref: 10-S19525

1-(Trimethylsilyl)-1H-imidazole

CAS: 18156-74-6

1-(Trimethylsilyl)-1H-imidazole

Purity: 98%

Color and Shape: Clear Colourless Liquid

Molecular weight: 140.26g/mol

Ref: 54-OR20023

N-(TRIMETHYLSILYL)IMIDAZOLE

CAS: 18156-74-6

Trimethylsilyl Blocking Agent
Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.
Trimethylsilylimidazole; TMSIM; 1-(Trimethylsilyl)imidazole
Powerful silylating agent for alcoholsDoes not react with aliphatic aminesNafion SAC-13 has been shown to be a recyclable catalyst for the trimethylsilylation of primary, secondary, and tertiary alcohols in excellent yields and short reaction timesSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

Formula: C₆H₁₂N₂Si

Purity: 97%

Color and Shape: Straw Liquid

Molecular weight: 140.26

Ref: 3H-SIT8590.0

1-(Trimethylsilyl)imidazole

CAS: 18156-74-6

Formula: C₆H₁₂N₂Si

Molecular weight: 140.26

Ref: 4Z-I-078011

N-Trimethylsilylimidazole (TMSIM) extrapure, 98%

CAS: 18156-74-6

Formula: C₆H₁₂N₂Si

Purity: min. 98%

Color and Shape: Clear, Colourless to pale yellow, Liquid

Molecular weight: 140.26

Ref: SR-45238