1-(tert-Butyldimethylsilyl)-1H-imidazole

Base Information

• Chemical Name: 1-(tert-Butyldimethylsilyl)-1H-imidazole
• CAS No.: 54925-64-3
• Molecular Formula: C9H18N2Si
• Molecular Weight: 182.341
• Hs Code.: 29332900
• European Community (EC) Number: 259-398-1
• UNII: OV8B14J7IF
• DSSTox Substance ID: DTXSID00203438
• Nikkaji Number: J208.081H
• Wikidata: Q72502990
• Mol file: 54925-64-3.mol

Synonyms:N-tert-butyldimethylsilylimidazole;TBSI

Chemical Property of 1-(tert-Butyldimethylsilyl)-1H-imidazole

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0203mmHg at 25°C
• Refractive Index: n20/D 1.481(lit.)
• Boiling Point: 251.6 °C at 760 mmHg
• PKA: 7.63±0.10(Predicted)
• Flash Point: 99.4 °C
• PSA: 17.82000
• Density: 0.89 g/cm³
• LogP: 2.73640
• Storage Temp.: Refrigerator
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 182.123925117
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

1-(tert-Butyldimethylsilyl)imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-34-20/21/22-10-61-20/21
• Safety Statements: 26-36-45-36/37/39-16-53

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)N1C=CN=C1
• Uses: 1-(tert-Butyldimethylsilyl)imidazole is used as a doping agent in europium-doped luminescent ionogel.

Technology Process of 1-(tert-Butyldimethylsilyl)-1H-imidazole

There total 7 articles about 1-(tert-Butyldimethylsilyl)-1H-imidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

tert-butyldimethylsilyl chloride (18162-48-6) + silver(I) imidazolate (42879-93-6) → N-(tert-butyldimethylsilyl)imidazole (54925-64-3)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

Reference yield: 75.0%

1H-imidazole (288-32-4) + t-butyldimethylsilyl trichloroacetate (108613-05-4) → N-(tert-butyldimethylsilyl)imidazole (54925-64-3)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; at 120 ℃; for 3h;

DOI:10.1016/S0040-4039(00)85116-3

Reference yield: 69.0%

1H-imidazole (288-32-4) + tert-butyldimethylsilyl chloride (18162-48-6) → N-(tert-butyldimethylsilyl)imidazole (54925-64-3)

Guidance literature:

DOI:10.1002/1522-2675(200210)85:10<3489::AID-HLCA3489>3.0.CO;2-6

upstream raw materials:

1H-imidazole

t-butyldimethylsilyl trichloroacetate

tert-butyldimethylsilyl chloride

silver(I) imidazolate

Downstream raw materials:

tert-butyl-[1-(3,4-dibenzyloxy-5,6,8-trimethoxynaphthalen-2-yl)-2-nitroethoxy]dimethylsilane

(1S,3R,5R)-3-{[tert-butyl(dimethyl)silyl]oxy}-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-methylenecyclohexanol

C₅₇H₇₂O₁₆Si

C₅₇H₇₂O₁₆Si

Refernces

• 1、 Gianotti, Massimo,Corti, Corrado,Fratte, Sonia Delle,Di Fabio, Romano,Leslie, Colin P.,Pavone, Francesca,Piccoli, Laura,Stasi, Luigi,Wigglesworth, Mark J.. "Novel imidazobenzazepine derivatives as dual H1/5-HT 2A antagonists for the treatment of sleep disorders". supporting information; experimental part. p. 5069 - 5073. Retrieved 2010/10/20.
• 2、 Lesiv, Alexey V.,Ioffe, Sema L.,Strelenko, Yury A.,Tartakovsky, Vladimir A.. "Chemistry of N,N-bis(silyloxy)enamines: Part 5 - Interaction with N-trialkylsilylated azoles. Convenient method for the synthesis of α-azolyl-substituted oximes". . p. 3489 - 3507. Retrieved 2007/10/03.