2-BROMO-5-PHENYLTHIOPHENE

Base Information

• Chemical Name: 2-BROMO-5-PHENYLTHIOPHENE
• CAS No.: 29488-24-2
• Molecular Formula: C10H7BrS
• Molecular Weight: 239.136
• Hs Code.: 2934999090
• European Community (EC) Number: 641-242-2
• DSSTox Substance ID: DTXSID60379981
• Nikkaji Number: J1.504.357A
• Wikidata: Q72511421
• Mol file: 29488-24-2.mol

Synonyms:5-Bromo-2-phenylthiophene;

Chemical Property of 2-BROMO-5-PHENYLTHIOPHENE

Chemical Property:

• Vapor Pressure: 0.00387mmHg at 25°C
• Melting Point: 83 °C
• Refractive Index: 1.628
• Boiling Point: 289.2 °C at 760 mmHg
• Flash Point: 128.7 °C
• PSA: 28.24000
• Density: 1.49 g/cm³
• LogP: 4.17760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 237.94518
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-phenylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20/21/22-36/37/38-41-25
• Safety Statements: 22-26-36/37/39-45-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(S2)Br

Technology Process of 2-BROMO-5-PHENYLTHIOPHENE

There total 17 articles about 2-BROMO-5-PHENYLTHIOPHENE 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-phenylthiophene (825-55-8) → 2-Bromo-5-phenyl-thiophene (29488-24-2)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 ℃; for 0.5h;

Reference yield: 92.0%

(5-bromothiophene-2-yl)boronic acid (162607-17-2) + iodobenzene (591-50-4) → 2-Bromo-5-phenyl-thiophene (29488-24-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 85 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0nj01250e

Reference yield:

5-phenyl-2-thiophenecarboxylic acid (19163-24-7) → 2-Bromo-5-phenyl-thiophene (29488-24-2)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1055/s-0040-1707901

upstream raw materials:

2-phenylthiophene

bromocyane

iodobenzene

bromobenzene

Downstream raw materials:

5,5′-diphenyl-2,2′-bithiophene

2,5-Diphenyl-thiophene

2-(4-bromophenyl)-5-phenylthiophene

2-(4-methoxyphenyl)-5-phenylthiophene

Refernces

• 1、 ?ak, Patrycja,Bo?t, Ma?gorzata,Dudziec, Beata,Grzelak, Magdalena,Januszewski, Rafa?,Marciniak, Bronislaw,Marciniec, Bogdan,Rachuta, Karolina. "Synthesis and properties of chromophore-functionalized monovinylsilsesquioxane derivatives". . p. 7659 - 7664. Retrieved 2020.
• 2、 Patel, Pritesh R.,Henderson, Scott H.,Roe, Mark S.,Honey, Mark A.. "Decarboxylative Bromination of Heteroarenes: Initial Mechanistic Insights". supporting information. p. 1603 - 1607. Retrieved 2020/09/09.