2-Bromo-5-(trimethylsilyl)thiophene

Base Information

• Chemical Name: 2-Bromo-5-(trimethylsilyl)thiophene
• CAS No.: 18246-28-1
• Molecular Formula: C7H11BrSSi
• Molecular Weight: 235.22
• European Community (EC) Number: 810-954-7
• DSSTox Substance ID: DTXSID60527001
• Nikkaji Number: J2.804.269H
• Wikidata: Q82396039
• Mol file: 18246-28-1.mol

Synonyms:18246-28-1;(5-bromothiophen-2-yl)trimethylsilane;2-Bromo-5-(trimethylsilyl)thiophene;Thiophene, 2-bromo-5-(trimethylsilyl)-;(5-bromothiophen-2-yl)-trimethylsilane;(5-Bromo-2-thienyl)trimethylsilane;2-Bromo-5-trimethylsilylthiophene;(5-Bromo-thiophen-2-yl)trimethylsilane;SCHEMBL2338888;DTXSID60527001;MFCD28682125;2-Bromo-5-(trimethylsilyl)-thiophene;AKOS037645796;Thiophene,2-bromo-5-(trimethylsilyl)-;(5-Bromothiophen-2-yl)(trimethyl)silane;AS-63609;B4855;CS-0168068;T70463

Chemical Property of 2-Bromo-5-(trimethylsilyl)thiophene

Chemical Property:

• Refractive Index: 1.5330 to 1.5370
• Boiling Point: 70°C/2mmHg(lit.)
• PSA: 28.24000
• LogP: 3.05580
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 233.95341
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-5-(trimethylsilyl)thiophene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC=C(S1)Br

Technology Process of 2-Bromo-5-(trimethylsilyl)thiophene

There total 9 articles about 2-Bromo-5-(trimethylsilyl)thiophene 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%

2-bromothiophene (1003-09-4) + chloro-trimethyl-silane (75-77-4) → 2-bromo-5-trimethylsilylthiophene (18246-28-1)

Guidance literature:

2-bromothiophene; With lithium diisopropyl amide; In tetrahydrofuran;

chloro-trimethyl-silane; In tetrahydrofuran;

DOI:10.1002/chem.201605842

Reference yield: 71.0%

2-bromothiophene (1003-09-4) + (trifluoromethyl)trimethylsilane (81290-20-2) → 2-bromo-5-trimethylsilylthiophene (18246-28-1)

Guidance literature:

With rubidium fluoride; at 0 ℃; for 2h; Reagent/catalyst; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol503671b

Reference yield:

5-bromo-[2]thienyl lithium (19162-80-2) + chloro-trimethyl-silane (75-77-4) → 2-bromo-5-trimethylsilylthiophene (18246-28-1)

Guidance literature:

In tetrahydrofuran; hexanes; for 1h; Cooling with acetone-dry ice; Inert atmosphere;

upstream raw materials:

2,5-dibromothiophen

chloromethylsilane

2-bromothiophene

chloro-trimethyl-silane

Downstream raw materials:

5-(trimethylsilyl)thiophene-2-carboxylic acid

2-bromothiophene

(4-bromo-thiophen-2-yl)trimethylsilane

3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene