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

Base Information

• Chemical Name: 2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole
• CAS No.: 160425-48-9
• Molecular Formula: C10H20 N2 Si
• Molecular Weight: 196.368
• Hs Code.: 2933290090
• European Community (EC) Number: 624-944-3
• DSSTox Substance ID: DTXSID60404121
• Wikidata: Q82208127
• Mol file: 160425-48-9.mol

Synonyms:160425-48-9;2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole;tert-butyl-dimethyl-(1-methylimidazol-2-yl)silane;2-(T-BUTYL DIMETHYLSILYL)-1-METHYL IMADAZOLE;2-(tert-butyl-dimethyl-silanyl)-1-methyl-1H-imidazole;SCHEMBL5722623;DTXSID60404121;QXALJDVEKIUPAE-UHFFFAOYSA-N;J-802042;2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole, 97%;InChI=1/C10H20N2Si/c1-10(2,3)13(5,6)9-11-7-8-12(9)4/h7-8H,1-6H

Chemical Property of 2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.0351mmHg at 25°C
• Melting Point: 31-35 °C(lit.)
• Refractive Index: 1.472
• Boiling Point: 250-260 °C(lit.)
• PKA: 7?+-.0.25(Predicted)
• Flash Point: 100.1°C
• PSA: 17.82000
• Density: 0.89g/cm³
• LogP: 2.13560
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.139575181
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%Min ^*data from raw suppliers

2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)C1=NC=CN1C

Technology Process of 2-(tert-Butyldimethylsilyl)-1-methyl-1H-imidazole

There total 2 articles about 2-(tert-Butyldimethylsilyl)-1-methyl-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: 100.0%

1-methyl-1H-imidazole (616-47-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-(tert-Butyl-dimethyl-silanyl)-1-methyl-1H-imidazole (160425-48-9)

Guidance literature:

1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.04.094

Reference yield:

1-methyl-1H-imidazole (616-47-7) → 2-(tert-Butyl-dimethyl-silanyl)-1-methyl-1H-imidazole (160425-48-9)

Guidance literature:

DOI:10.1016/S0960-894X(97)00230-8

Reference yield: 68.0%

6-(4-Chloro-benzoyl)-4-(3-chloro-phenyl)-1-cyclopropylmethyl-1H-quinolin-2-one (260052-50-4) + 6-[[2-(tert-butyl-dimethyl-silanyl)-3-methyl-3H-imidazol-4-yl]-(4-chloro-phenyl)-hydroxy-methyl]-4-(3-chloro-phenyl)-1-cyclopropylmethyl-1H-quinolin-2-one (260052-51-5) + 2-(tert-Butyl-dimethyl-silanyl)-1-methyl-1H-imidazole (160425-48-9) → 4-(3-Chloro-phenyl)-6-[(4-chloro-phenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-1-cyclopropylmethyl-1H-quinolin-2-one (260052-35-5)

Guidance literature:

With tetrabutyl-ammonium chloride; sec.-butyllithium; In tetrahydrofuran; cyclohexane;

upstream raw materials:

1-methyl-1H-imidazole

tert-butyldimethylsilyl chloride

Downstream raw materials:

4-(3-Chloro-phenyl)-6-[(4-chloro-phenyl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-1-cyclopropylmethyl-1H-quinolin-2-one

Refernces

• 1、 Bellina, Fabio,Lessi, Marco,Marianetti, Giulia,Panattoni, Alessandro. "Highly regioselective C-5 alkynylation of imidazoles by one-pot sequential bromination and Sonogashira cross coupling". supporting information. p. 3855 - 3857. Retrieved 2015/06/08.
• 2、 Ragan,Raggon,Hill,Jones,McDermott,Munchhof,Marx,Casavant,Cooper,Doty,Lu. "Cross-coupling methods for the large-scale preparation of an imidazole - Thienopyridine: Synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine". . p. 676 - 683. Retrieved 2013/09/05.