2-Thienyltrimethylsilane

Base Information

• Chemical Name: 2-Thienyltrimethylsilane
• CAS No.: 18245-28-8
• Molecular Formula: C7H12SSi
• Molecular Weight: 156.324
• Hs Code.: 29349990
• European Community (EC) Number: 621-548-2
• DSSTox Substance ID: DTXSID30171297
• Nikkaji Number: J567.218J
• Wikidata: Q63398222
• Mol file: 18245-28-8.mol

Synonyms:2-Thienyltrimethylsilane;18245-28-8;trimethyl(thiophen-2-yl)silane;2-Trimethylsilylthiophene;Silane, trimethyl-2-thienyl-;2-(Trimethylsilyl)thiophene;Trimethyl-2-thienylsilane;C7H12SSi;Thiophene, 2-(trimethylsilyl)-;2-Trimethylsilyl-thiophene;(2-Thienyl)trimethylsilane;SCHEMBL2341397;DTXSID30171297;(2-Thienyl)trimethylsilane, 97%;MFCD00005415;AKOS005254815;AC-5089;FS-5957;CS-0204680;FT-0613438;T1706;I11252;EN300-3448803;J-525107;Q63398222;InChI=1/C7H12SSi/c1-9(2,3)7-5-4-6-8-7/h4-6H,1-3H

Chemical Property of 2-Thienyltrimethylsilane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 2.46mmHg at 25°C
• Refractive Index: n20/D 1.498(lit.)
• Boiling Point: 165.5 °C at 760 mmHg
• Flash Point: 63.9 °C
• PSA: 28.24000
• Density: 0.94 g/cm³
• LogP: 2.29330
• Storage Temp.: Flammables area
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.04289809
• Heavy Atom Count: 9
• Complexity: 95.6

Purity/Quality:

98% ^*data from raw suppliers

2-Thienyltrimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC=CS1
• Uses: 2-(Trimethylsilyl)thiophene is used to produce 2,5-bis-adamantan-1-yl-thiophene.

Technology Process of 2-Thienyltrimethylsilane

There total 18 articles about 2-Thienyltrimethylsilane 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: 91.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiophene (18245-28-8)

Guidance literature:

thiophene; With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; at 0 - 20 ℃; Further stages.;

DOI:10.1039/b203589h

Reference yield: 78.0%

2-bromothiophene (1003-09-4) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiophene (18245-28-8)

Guidance literature:

2-bromothiophene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1.08333h; Schlenk technique; Inert atmosphere; Glovebox;

chloro-trimethyl-silane; In diethyl ether; hexane; at -78 - 25 ℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1039/d1tc02991f

Reference yield: 75.0%

2-thienyl lithium (2786-07-4) + chloro-trimethyl-silane (75-77-4) → 2-(trimethylsilyl)thiophene (18245-28-8)

Guidance literature:

In not given;

DOI:10.1021/ja01185a035 DOI:10.1021/ja01174a049

upstream raw materials:

thiophene

n-butyllithium

chloro-trimethyl-silane

2-thienyl lithium

Downstream raw materials:

chloro-trimethyl-silane

C₂₂H₁₈BBr₂PS

5-(trimethylsilyl)thiophene-2-carboxylic acid

thiophene-2-carboxylic acid methyl ester

Refernces

• 1、 Albertin, Luca,Bertarelli, Chiara,Gallazzi, Maria C.,Meille, Stefano V.,Capelli, Silvia C.. "Synthesis and characterisation of 1,2-difluoro-1,2-bis(5-trimethyl-silyl-2-thienyl)ethenes. A new family of conjugated monomers for oxidative polymerisation". . p. 1752 - 1759. Retrieved 2002.
• 2、 Gol'dfarb, Ya. L.,Dudinov, A. A.,Bogdanov, V. S.. "SYNTHESIS OF SOME TRITHIENYLPHOSPHINE-CARBONYL COMPLEXES OF RHODIUM". . p. 1919 - 1923. Retrieved 1986.
• 3、 Seyler, Helga,Haid, Stefan,Kwon, Tae-Hyuk,Jones, David J.,Baeuerle, Peter,Holmes, Andrew B.,Wong, Wallace W. H.. "Continuous flow synthesis of organic electronic materials-case studies in methodology translation and scale-up". . p. 151 - 156. Retrieved 2013.
• 4、 Geffroy, Bernard,Hissler, Muriel,Hoffmann, Jonas,Jaques, Emmanuel,Staubitz, Anne. "Tuning the aggregation behaviour of BN-coronene diimides with imide substituents and their performance in devices (OLEDs and OFETs)". supporting information. p. 14720 - 14729. Retrieved 2021/11/09.
• 5、 Yin, Jianghui,Hu, Yumiao,Zhang, Dengqing,Li, Xianying,Jin, Wusong. "Synthesis and characterization of symmetrical sulfur-fused polycyclic aromatic hydrocarbons with controlled shapes". . p. 5794 - 5799. Retrieved 2017/09/05.