1-(TRIMETHYLSILYL)INDOLE

Base Information

• Chemical Name: 1-(TRIMETHYLSILYL)INDOLE
• CAS No.: 17983-42-5
• Molecular Formula: C11H15NSi
• Molecular Weight: 189.332
• Mol file: 17983-42-5.mol

Synonyms:N-trimethylsilylindole;1‐(trimethylsilyl)‐1H‐indole;1-(trimethylsilyl)indole;1-TMS-1H-indole;1-Trimethylsilanyl-1H-indole;1-trimethylsilylindole;1-trimethylsilanyl-indole;

Chemical Property of 1-(TRIMETHYLSILYL)INDOLE

Chemical Property:

• Vapor Pressure: 0.372mmHg at 25°C
• Melting Point: 37-38°C
• Boiling Point: 68 - 70 °C (0.06 mmHg)
• PSA: 4.93000
• Density: 0.94±0.1 g/cm3(Predicted)
• LogP: 3.32430

Purity/Quality:

95% ^*data from raw suppliers

1-(trimethylsilyl)-1H-Indole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(TRIMETHYLSILYL)INDOLE

There total 1 articles about 1-(TRIMETHYLSILYL)INDOLE 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: 42.0%

N-(trimethylsilyl)-o-toluidine (82185-43-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → indole (120-72-9) + trimethylsilyl indole (17983-42-5)

Guidance literature:

DOI:10.1016/S0040-4020(01)90586-1

Reference yield: 88.0%

trimethylsilyl indole (17983-42-5) + 4-methoxycarbonylphenyl bromide (619-42-1) → 4-indol-1-ylbenzoic acid methyl ester

Guidance literature:

With potassium fluoride; caesium carbonate; 2-(di-tert-butylphosphino)-2'-isopropylbiphenyl; palladium diacetate; carbon dioxide; at 100 ℃; for 17h; under 93086.6 Torr;

DOI:10.1039/b509345g

Reference yield: 76.0%

trimethylsilyl indole (17983-42-5) + p-trifluoromethylphenyl bromide (402-43-7) → 1-(4-(trifluoromethyl)phenyl)-1H-indole

Guidance literature:

With cesium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; XPhos; at 100 ℃; for 13h; Inert atmosphere;

DOI:10.1246/cl.131075

upstream raw materials:

N-(trimethylsilyl)-o-toluidine

N,N-dimethyl-formamide

Downstream raw materials:

indole

2-(trifluoromethyl)indole

3-(trifluoromethyl)-1H-indole

3-(4-hydroxybenzyl)-1H-indole

Refernces

• 1、 Smith, Amos B.,Visnick, Melean. "AN EXPEDIENT SYNTHESIS OF SUBSTITUTED INDOLES". . p. 3757 - 3760. Retrieved 2007/10/02.