124160-41-4

Basic information

• Product Name: (2-(phenylethynyl)phenyl)boronic acid
• Synonyms: (2-(phenylethynyl)phenyl)boronic acid
• CAS NO: 124160-41-4
• Molecular Weight: 222.051
• Mol File: 124160-41-4.mol
• Article Data: 18

Chemical Properties

• Melting Point: 160-161 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 436.7±47.0 °C(Predicted)
• Density: 1.21±0.1 g/cm3(Predicted)
• CAS DataBase Reference: (2-(phenylethynyl)phenyl)boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2-(phenylethynyl)phenyl)boronic acid(124160-41-4)
• EPA Substance Registry System: (2-(phenylethynyl)phenyl)boronic acid(124160-41-4)

Safety Data

• Hazardous Substances Data: 124160-41-4(Hazardous Substances Data)

Usage

Description

(2-(phenylethynyl)phenyl)boronic acid is a chemical compound with the formula C14H11BO2. It is a boronic acid derivative featuring a phenyl ring with a phenylethynyl substituent attached to the boronic acid functional group. (2-(phenylethynyl)phenyl)boronic acid is widely used in organic chemistry for the synthesis of various compounds, particularly in the formation of carbon-carbon bonds.

Uses

Used in Organic Chemistry:
(2-(phenylethynyl)phenyl)boronic acid is used as a reagent for the synthesis of various organic compounds, taking advantage of its ability to form reversible covalent bonds with diols. Its unique structure allows for the creation of complex organic structures through cross-coupling reactions.
Used in Suzuki Coupling Reactions:
In the field of cross-coupling reactions, (2-(phenylethynyl)phenyl)boronic acid is used as a key component in Suzuki coupling reactions. This palladium-catalyzed reaction facilitates the formation of carbon-carbon bonds between an organoboronic acid and an organohalide or triflate, enabling the synthesis of a wide range of organic molecules.
Used in Medicinal Chemistry:
(2-(phenylethynyl)phenyl)boronic acid is utilized in medicinal chemistry for the development of pharmaceutical compounds. Its ability to form reversible covalent bonds with diols makes it a valuable building block for the creation of bioactive molecules with potential therapeutic applications.
Used in Materials Chemistry:
In materials chemistry, (2-(phenylethynyl)phenyl)boronic acid is employed in the synthesis of advanced materials with specific properties. Its unique structure and reactivity contribute to the development of materials with tailored characteristics for various applications, such as sensors, catalysts, and functional coatings.

Upstream product

• 121-43-7 Trimethyl borate 
• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 7732-18-5 water 
• 5419-55-6 Triisopropyl borate 
• 536-74-3 phenylacetylene 
• 54737-46-1 2,α,α'-tribromo-bibenzyl 
• 583-55-1 1-Bromo-2-iodobenzene 

Downstream Products

• 1220993-87-2 2'-(phenylethynyl)-[1,1'-biphenyl]-4-carbonitrile 
• 383909-28-2 4'-nitro-2-(phenylethynyl)-1,1'-biphenyl 

Relevant articles and documents

Efficient access to alkynylated quinalizinones: Via the gold(i)-catalyzed aminoalkynylation of alkynes

The gold-catalyzed aminoalkynylation of alkynes for the synthesis of quinalizinones is reported. For instance, the reaction of pyridinoalkynes with 1-[(triisopropylsilyl)-ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) in the presence of a catalytic amount

Enantioselective Synthesis of 1,12-Disubstituted [4]Helicenes

A highly enantioselective synthesis of 1,12-disubstituted [4]carbohelicenes is reported. The key step for the developed synthetic route is a Au-catalyzed intramolecular alkyne hydroarylation, which is achieved with good to excellent regio- and enantioselectivity by employing TADDOL-derived (TADDOL=α,α,α,α-tetraaryl-1,3-dioxolane-4,5-dimethanol) α-cationic phosphonites as ancillary ligands. Moreover, an appropriate design of the substrate makes the assembly of [4]helicenes of different substitution patterns possible, thus demonstrating the synthetic utility of the method. The absolute stereochemistry of the newly prepared structures was determined by X-ray crystallography and characterization of their photophysical properties is also reported.

New compounds and organic light-emitting diode including the same

PURPOSE: A compound is provided to improve driving voltage and luminous efficiency of an organic electroluminescence device by having excellent light-emitting performance. CONSTITUTION: A compound is represented by chemical formula 1. An organic electroluminescence device comprises an anode, a cathode, and an electroluminescent layer comprising the compound and inserted between the anode and the cathode. The organic electroluminescence device additionally comprises one or more layers selected form a hole injection layer, a hole transport layer, an electro block layer, a hole block layer, an electron transport layer and an electron injection layer. The one or more layers are formed by a monomer deposition method or solution process.