306934-95-2

Basic information

• Product Name: 5-PHENYL-2-THIENYLBORONIC ACID
• Synonyms: 5-PHENYL-2-THIENYLBORONIC ACID;AKOS BRN-0521;5-Phenylthiophene-2-boronic acid;2-Phenylthiophene-5-boronic acid;5-Phenyl-2-thienylboronic acid, May contain varying amounts of anhydride, 95%;2-Borono-5-phenylthiophene, (5-Boronothien-2-yl)benzene;5-Phenyl-2-thienylboronic acid, 95%, May contain varying aMounts of anhydride;(5-phenylthiophen-2-yl)boronic acid
• CAS NO: 306934-95-2
• Molecular Formula: C₁₀H₉BO₂S
• Molecular Weight: 204.05
• Mol File: 306934-95-2.mol
• Article Data: 12

Chemical Properties

• Melting Point: 140 °C
• Boiling Point: 412.9 °C at 760 mmHg
• Flash Point: 203.5 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 1.47E-07mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 8.49±0.53(Predicted)
• CAS DataBase Reference: 5-PHENYL-2-THIENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYL-2-THIENYLBORONIC ACID(306934-95-2)
• EPA Substance Registry System: 5-PHENYL-2-THIENYLBORONIC ACID(306934-95-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 306934-95-2(Hazardous Substances Data)

Usage

General Description

5-Phenyl-2-thienylboronic acid is a chemical compound with the molecular formula C10H9BO2S. It is a boronic acid derivative with a phenyl group attached to a thienyl ring. 5-PHENYL-2-THIENYLBORONIC ACID is commonly used in organic synthesis as a building block for the construction of various functionalized molecules. It can participate in Suzuki-Miyaura cross-coupling reactions to form carbon-carbon bonds, and it has been utilized in the synthesis of pharmaceuticals and agrochemicals. 5-Phenyl-2-thienylboronic acid is also of interest for its potential applications in materials science and medicinal chemistry due to its unique structural and electronic properties.

InChI:InChI=1/C10H9BO2S/c12-11(13)10-7-6-9(14-10)8-4-2-1-3-5-8/h1-7,12-13H

Upstream product

• 825-55-8 2-phenylthiophene 
• 121-43-7 Trimethyl borate 
• 29488-24-2 2-Bromo-5-phenyl-thiophene 
• 98-80-6 phenylboronic acid 
• 5419-55-6 Triisopropyl borate 
• 7732-18-5 water 
• 108-86-1 bromobenzene 

Downstream Products

• 459409-74-6 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane 
• 118621-30-0 2-(4-bromophenyl)-5-phenylthiophene 
• 1119899-25-0 4-(5-phenylthiophen-2-yl)quinoline-6-carbaldehyde 
• 1138472-74-8 2-chloro-5-methyl-4-(5-phenyl-thiophen-2-yl)-pyrimidine 
• 1186084-85-4 3-methoxy-1-(5-phenyl-2-thienyl)naphthalene 
• 1238636-40-2 C₂₈H₃₁NO₂S 
• 1313412-16-6 10-(3-bromo-5-(5-phenylthiophen-2-yl)phenyl)-10H-phenothiazine 
• 1613546-83-0 2,6-bis(5-phenylthiophen-2-yl)naphthalene 
• 1613546-82-9 2,6-bis(5-phenylthiophene-2-yl)anthracene 
• 1036203-40-3 4,4’-bis(5-phenylthiophen-2-yl)-1,1’-biphenyl 

Relevant articles and documents

Ni: Vs. Pd in Suzuki-Miyaura sp2-sp2 cross-coupling: A head-to-head study in a comparable precatalyst/ligand system

The Suzuki-Miyaura reaction is a cornerstone method for sp2-sp2 cross-coupling in industry. There has been a concerted effort to enable the use of Ni catalysis as an alternative to Pd in order to mitigate cost and improve sustainability. Despite significant advances, ligand development for Ni-catalyzed Suzuki-Miyaura cross-coupling remains underdeveloped when compared to Pd and, as a consequence, ligands for Ni-catalyzed processes are typically taken from the Pd arena. In this study we evaluate the effect of using a similar Ni and Pd precatalyst based on a common bidentate ligand (dppf) in a head-to-head format for the most common type of biaryl couplings, establishing the practical implications of direct replacement of Pd with Ni, and identifying the potential origins of these observations in a mechanistic context.

Benzothiadiazole-Based Small-Molecule Semiconductors for Organic Thin-Film Transistors and Complementary-like Inverters

New benzothiadiazole derivatives, 4,7-bis(5-phenylthiophen-2-yl)benzo[c][1,2,5]thiadiazole (PT-BTD) and 4,7-bis[4-(thiophen-2-yl)phenyl]benzo[c][1,2,5]thiadiazole (TP-BTD), were synthesized and characterized as small-molecule organic semiconductors for organic thin-film transistors (OTFTs) and complementary inverters. The thermal, optical, and electrochemical properties of the new compounds were fully characterized. Vacuum-deposition and solution-shearing methods were used to fabricate thin films based on these compounds. Thin films based on PT-BTD exhibited p-channel characteristics with hole mobilities as high as 0.10 cm2 V?1 s?1 and current on/off ratios >107 for top-contact/bottom-gate OTFT devices. With an optimized blending ratio of PT-BTD and the representative n-channel semiconductor N,N′-1H,1H-perfluorobutyl dicyanoperylenediimide, bulk heterojunction ambipolar transistors were fabricated with balanced hole and electron mobilities of 0.10 and 0.07 cm2 V?1 s?1, respectively. Furthermore, a complementary-like inverter was fabricated using ambipolar thin-film transistors, which showed a high voltage gain of 84.

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME

Provided are an organic electroluminescent device including an aromatic amine derivative formed of a specific structure having a thiophene structure and an organic thin film layer interposed between a cathode and an anode and formed of one layer or a plurality of layers including at least a light emitting layer, in which at least one layer of the organic thin film contains the aromatic amine derivative alone or as a component of a mixture, the organic electroluminescent device in which molecules hardly crystallize, and which decreases a driving voltage, can be produced with improved yields upon the production of the organic electroluminescent device, and has a long lifetime, and an aromatic amine derivative realizing the organic electroluminescent device.