Triethoxy-2-thienylsilane

Base Information

• Chemical Name: Triethoxy-2-thienylsilane
• CAS No.: 17984-89-3
• Molecular Formula: C10H18 O3 S Si
• Molecular Weight: 246.403
• Hs Code.: 2934999090
• European Community (EC) Number: 625-503-8
• DSSTox Substance ID: DTXSID20446906
• Nikkaji Number: J1.662.242G
• Mol file: 17984-89-3.mol

Synonyms:Triethoxy-2-thienylsilane;17984-89-3;TRIETHOXY(THIOPHEN-2-YL)SILANE;TRIETHYOXY-2-THIENYLSILANE 97;Triethoxy(2-thienyl)silane;2-Thienyltriethoxysilane;SCHEMBL1984960;Triethoxy-2-thienylsilane, 97%;DTXSID20446906;MFCD05664345;AKOS015898472;SY267145

Chemical Property of Triethoxy-2-thienylsilane

Chemical Property:

• Vapor Pressure: 0.0408mmHg at 25°C
• Refractive Index: n20/D 1.4670(lit.)
• Boiling Point: 78 °C0.5 mm Hg(lit.)
• Flash Point: 222 °F
• PSA: 55.93000
• Density: 1.049 g/mL at 25 °C(lit.)
• LogP: 2.00350
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 246.07459214
• Heavy Atom Count: 15
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triethoxy-2-thienylsilane 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[Si](C1=CC=CS1)(OCC)OCC
• Uses: A silicon-based nucleophile shown to be reactive in Pd-catalyzed cross-coupling reactions.

Technology Process of Triethoxy-2-thienylsilane

There total 6 articles about Triethoxy-2-thienylsilane 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: 92.0%

2-Iodothiophene (3437-95-4,149762-92-5) + Triethoxysilane (998-30-1) → thiophene (188290-36-0,8014-23-1,25233-34-5) + triethoxy(thiophen-2-yl)silane (17984-89-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; johnphos; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 12h;

DOI:10.1021/jo010621q

Reference yield: 91.0%

2-bromothiophene (1003-09-4) + tetraethoxy orthosilicate (78-10-4) → triethoxy(thiophen-2-yl)silane (17984-89-3)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; at 20 ℃; for 0.5h; Irradiation; sonication;

DOI:10.1016/j.tetlet.2006.07.078

Reference yield: 43.0%

2-bromothiophene (1003-09-4) + Triethoxysilane (998-30-1) → thiophene (188290-36-0,8014-23-1,25233-34-5) + triethoxy(thiophen-2-yl)silane (17984-89-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; johnphos; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 12h;

DOI:10.1021/jo010621q

upstream raw materials:

tetraethoxy orthosilicate

thiophen-2-yl magnesium bromide

2-bromothiophene

2-Iodothiophene

Downstream raw materials:

2-thienylsilatrane

2-naphthalen-2-yl-thiophene

2,2'-Bithiophene

1-(4-(thiophen-2-yl)phenyl)ethanone