2-Thienylzinc bromide

Base Information

• Chemical Name: 2-Thienylzinc bromide
• CAS No.: 45438-80-0
• Molecular Formula: C4H3BrSZn
• Molecular Weight: 228.428
• Hs Code.: 29319090
• Mol file: 45438-80-0.mol

Synonyms:2-Thienylzinc bromide solution;

Chemical Property of 2-Thienylzinc bromide

Chemical Property:

• Vapor Pressure: 81.7mmHg at 25°C
• Boiling Point: 84.2 °C at 760 mmHg
• Flash Point: 1 °F
• PSA: 28.24000
• Density: 0.973 g/cm³
• LogP: 2.39140
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.

Purity/Quality:

99% ^*data from raw suppliers

2-Thienylzinc bromide solution 0.5M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi,Xn
• Statements: 11-19-36/37-40
• Safety Statements: 16-29-33-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Thienylzinc bromide can be used as:A starting material in the synthesis of heteroaryl sulfonamides by reacting with 2,4,6-trichlorophenyl chlorosulfate.A substrate in the synthesis of naphthacenodithiophene derived polymers, which are used in transistor and solar cell devices.An intermediate in the preparation of isoquinoline derived AICARFT inhibitors.

Technology Process of 2-Thienylzinc bromide

There total 1 articles about 2-Thienylzinc bromide 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: 72.0%

2-bromothiophene (1003-09-4) + zinc (7440-66-6) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 2,2'-Bithiophene (492-97-7) + 2-thienylzinc bromide (45438-80-0)

Guidance literature:

With cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then thienylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 98.7%

5-bromo-2-iodo-benzoic acid methyl ester (181765-86-6) + 2-thienylzinc bromide (45438-80-0) → methyl 5-bromo-2-(thiophen-2-yl)-benzoate (493029-01-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 70 ℃; Inert atmosphere;

Reference yield: 98.0%

3-methoxy-1-iodobenzene (766-85-8) + 2-thienylzinc bromide (45438-80-0) → 2-(3-methoxyphenyl)thiophene (17595-93-6)

Guidance literature:

(4-F⁽¹³⁾C₆-C₆H₄)3P; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 60 ℃;

DOI:10.1002/anie.199726231

upstream raw materials:

2-bromothiophene

zinc

Downstream raw materials:

<2-(2-thienyl)ethenyl>trimethylsilane

methyl 4-(2-thienyl)benzoate

2-(4-nitrophenyl)thiophene

2-(3-methoxyphenyl)thiophene

Refernces

Electronic, redox and charge transport properties of an unusual hybrid structure: A bis(septithiophene) bridged by a fused tetrathiafulvalene (TTF)

10.1039/c0jm02293d

The research focuses on the synthesis and characterization of a new hybrid tetrathiafulvalene (TTF)-oligothiophene compound featuring a TTF core fused between two hepthiophene chains. A range of experiments were performed on the compound, including cyclic voltammetry, UV-visible spectroelectrochemistry, X-ray crystallography, and time-of-flight measurements, to investigate its electronic, redox, and charge transport properties. The experiments used various reactants during the synthesis, such as 2-bromo-3-hexyl-5-methylthiophene, 2-thienylzinc bromide, and n-BuLi/DMF, and involved measurements such as hole mobility and electrochemical HOMO-LUMO gap. The purpose of the analysis was to compare the properties of the hybrid compound (1) with those of a half-unit (9) lacking the TTF core, with the aim of understanding the impact of the TTF fusion on the material properties, which is crucial for the development of polymer-based semiconductor devices.