29488-24-2

Basic information

• Product Name: 2-BROMO-5-PHENYLTHIOPHENE
• Synonyms: 2-BROMO-5-PHENYLTHIOPHENE;2-Bromo-5-phenylthiophene, 95+%;5-Bromo-2-phenylthiophene
• CAS NO: 29488-24-2
• Molecular Formula: C₁₀H₇BrS
• Molecular Weight: 239.13
• Mol File: 29488-24-2.mol
• Article Data: 23

Chemical Properties

• Melting Point: 83 °C
• Boiling Point: 289℃
• Flash Point: 129℃
• Appearance: /
• Density: 1.490
• Vapor Pressure: 0.00387mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-BROMO-5-PHENYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-PHENYLTHIOPHENE(29488-24-2)
• EPA Substance Registry System: 2-BROMO-5-PHENYLTHIOPHENE(29488-24-2)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-36/37/38-41-25
• Safety Statements: 22-26-36/37/39-45-39
• RIDADR: 2811
• Hazardous Substances Data: 29488-24-2(Hazardous Substances Data)

Usage

General Description

2-Bromo-5-phenylthiophene is a chemical compound with the molecular formula C11H7BrS. Its systematic name is 2-Bromo-5-phenylthiophene. 2-BROMO-5-PHENYLTHIOPHENE belongs to the family of thiophenes, which are heterocyclic compounds characterized by a five-member ring structure composed of four carbon atoms and one sulfur atom. 2-Bromo-5-phenylthiophene is typically used in scientific research settings, especially within the field of organic chemistry. Specific properties of this compound, including its exact boiling point, melting point, and density, can vary but can be determined based on its structural features and bonding configurations. Overall, the toxicity and environmental impact of 2-Bromo-5-phenylthiophene is not widely documented, and therefore, safe handling procedures should be followed when working with it.

InChI:InChI=1/C10H7BrS/c11-10-7-6-9(12-10)8-4-2-1-3-5-8/h1-7H

Upstream product

• 19163-24-7 5-phenyl-2-thiophenecarboxylic acid 
• 108-86-1 bromobenzene 
• 162607-17-2 (5-bromothiophene-2-yl)boronic acid 
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• 15629-92-2 [1,3-bis(diphenylphosphino)propane]dichloronickel(II) 
• 824-90-8 1-phenylbut-1-ene 
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Downstream Products

• 83495-30-1 5,5′-diphenyl-2,2′-bithiophene 
• 94331-55-2 1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole 
• 137937-89-4 tri-n-butyl(5-phenylthiophen-2-yl)stannane 
• 63041-22-5 2-phenyl-5-(phenylethynyl)thiophene 
• 82367-01-9 2-p-Aminophenyl-5-phenylthiophene 

Relevant articles and documents

Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates

A catalytic dearomative three-component reaction of bromoarenes with TMS-diazomethane and allyl borate was developed. The key of this assembling reaction is the use of a diazo compound to generate a Pd-π-benzyl intermediate through a Pd-carbene species. T

ORGANIC COMPOUND, PRODUCTION METHOD OF THE SAME, ORGANIC LIQUID CRYSTAL, ORGANIC SEMICONDUCTOR AND THE LIKE

PROBLEM TO BE SOLVED: To provide an organic semiconductor showing high mobility and high thermal stability and having excellent solubility, an organic compound for the organic semiconductor, and a production method of the compound. SOLUTION: The present invention discloses an organic compound represented by the formula (1) and a production method of the compound, and applications of an organic semiconductor and the like using the organic compound. In the formula, Ar is an aromatic group selected from a phenyl or a thienyl which may have a substituent; one of R1 and R2 is a linear aliphatic group and the other is a hydrogen atom; and an acetylene bond in the parenthesis may be present or absent. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

A Rational Design of Highly Controlled Suzuki-Miyaura Catalyst-Transfer Polycondensation for Precision Synthesis of Polythiophenes and Their Block Copolymers: Marriage of Palladacycle Precatalysts with MIDA-Boronates

Herein, we report a highly efficient Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of 3-alkylthiophenes using bench-stable but highly active Buchwald dialkylbiarylphospine Pd G3 precatalysts and N-methylimidodiacetic (MIDA)-boronate monomers. Initially, the feasibility of the catalyst-transfer process was examined by screening various dialkylbiarylphospine-Pd(0) species. After optimizing a small molecule model reaction, we identified both RuPhos and SPhos Pd G3 precatalysts as excellent catalyst systems for this purpose. On the basis of these model studies, SCTP was tested using either RuPhos or SPhos Pd G3 precatalyst, and 5-bromo-4-n-hexylthien-2-yl-pinacol-boronate. Poly(3-hexylthiophene) (P3HT) was produced with controlled molecular weight and narrow dispersity for a low degree of polymerization (DP) only, while attempts to synthesize P3HT having a higher DP with good control were unsuccessful. To improve the control, slowly hydrolyzed 5-bromo-4-n-hexylthien-2-yl-MIDA-boronate was introduced as a new monomer. As a result, P3HT and P3EHT (up to 17.6 kg/mol) were prepared with excellent control, narrow dispersity, and excellent yield (>90%). Detailed mechanistic investigation using 31P NMR and MALDI-TOF spectroscopy revealed that both fast initiation using Buchwald precatalysts and the suppression of protodeboronation due to the protected MIDA-boronate were crucial to achieve successful living polymerization of P3HT. In addition, a block copolymer of P3HT-b-P3EHT was prepared via SCTP by sequential addition of each MIDA-boronate monomer. Furthermore, the same block copolymer was synthesized by one-shot copolymerization for the first time by using fast propagating pinacol-boronate and slow propagating MIDA-boronate.