108238-09-1

Basic information

• Product Name: 2-PHENOXYPHENYLBORONIC ACID
• Synonyms: RARECHEM AH PB 0053;AKOS BRN-0131;2-PHENOXYPHENYLBORONIC ACID;2-PHENOXYBENZENEBORONIC ACID;2-Phenoxybenzeneboronic acid 98%;2-PHENOXYPHENYLBORONIC ACID SOLID VARYING AMOUNTS IN ANHYDRIDE;(2-Phenoxy)phenylboronic acid ,98%;2-Phenoxyphenylboronic acid (contains varying aMounts of anhydride)
• CAS NO: 108238-09-1
• Molecular Formula: C₁₂H₁₁BO₃
• Molecular Weight: 214.02
• Product Categories: blocks;BoronicAcids;Aryl;Boronic Acids;Boronic Acids and Derivatives;Boronic Acids
• Mol File: 108238-09-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 104-108 °C(lit.)
• Boiling Point: 369℃
• Flash Point: 177℃
• Appearance: White to off-white/Powder or Crystalline Powder
• Density: 1.23
• Vapor Pressure: 4.28E-06mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.44±0.58(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-PHENOXYPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENOXYPHENYLBORONIC ACID(108238-09-1)
• EPA Substance Registry System: 2-PHENOXYPHENYLBORONIC ACID(108238-09-1)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 108238-09-1(Hazardous Substances Data)

Usage

Description

2-Phenoxyphenylboronic acid is an organic compound that features a boron atom bonded to a phenyl ring and a phenoxy group. It is a versatile reagent in organic synthesis and has potential applications in various fields due to its unique chemical properties.

Uses

Used in Chemical Synthesis:
2-Phenoxyphenylboronic acid is used as a reactant for palladium-catalyzed cross-coupling reactions, which are essential in the formation of carbon-carbon bonds in organic molecules. This application is crucial for the synthesis of complex organic compounds, including pharmaceuticals and advanced materials.
Used in Suzuki Reaction:
In the field of chemical synthesis, 2-Phenoxyphenylboronic acid is used as a reactant in the Suzuki reaction, a widely employed method for the formation of carbon-carbon bonds, particularly in the synthesis of biaryl compounds.
Used in Trifluoromethylation:
2-Phenoxyphenylboronic acid is used as a reactant in trifluoromethylation via copper-mediated oxidative cross-coupling. This process is significant in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals, where the introduction of a trifluoromethyl group can enhance the compound's properties.
Used in Pharmaceutical Industry:
2-Phenoxyphenylboronic acid is used as a building block for the preparation of biologically and pharmacologically active molecules. Its unique structure allows for the creation of novel compounds with potential therapeutic applications.
Used in Material Science:
In the field of material science, 2-Phenoxyphenylboronic acid is used for the preparation of pyridazine-based scaffolds as α-helix mimetics. These scaffolds can be employed in the development of new materials with specific properties, such as improved mechanical strength or chemical stability.

InChI:InChI=1/C12H11BO3/c14-13(15)11-8-4-5-9-12(11)16-10-6-2-1-3-7-10/h1-9,14-15H

Upstream product

• 101-84-8 diphenylether 
• 13675-18-8 tetrahydroxydiboron 
• 2688-84-8 2-phenoxyaniline 
• 121-43-7 Trimethyl borate 
• 34883-46-0 1-(2-iodophenoxy)benzene 
• 591-50-4 iodobenzene 
• 95-56-7 2-hydroxybromobenzene 
• 7025-06-1 1-bromo-2-phenoxybenzene 
• 5419-55-6 Triisopropyl borate 
• 7732-18-5 water 
• 1008106-86-2 ortho-iodophenylboronic acid 
• 1431616-58-8 potassium 2-iodophenyltrifluoroborate 

Downstream Products

• 952591-43-4 ethyl 4-iso-butyl-6-(2-phenoxyphenyl)pyridazine-3-carboxylate 
• 515158-86-8 6-methyl-2-(2-phenoxyphenyl)-1,3,6,2-dioxy azaborocane 
• 1198421-95-2 (6S)-2-nitro-6-[(2'-phenoxy[1,1'-biphenyl]-4-yl)methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine 
• 6738-04-1 2-phenoxy-1,1'-biphenyl 
• 1469991-10-3 2'-phenoxy-[1,1-biphenyl]-4-ol 
• 1469991-11-4 4'-methyl-2-phenoxy-1,1-biphenyl 
• 1354828-74-2 4'-nitro-2-phenoxy-1,1'-biphenyl 
• 1469991-12-5 2-methyl-2'-phenoxy-1,1-biphenyl 
• 35883-09-1 2'-phenoxy-[1,1-biphenyl]-2-amine 
• 2417-10-9 o-Phenoxyphenol 

Relevant articles and documents

Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles

A general method for the synthesis of five-membered and six-membered selenaheterocycles through Ag-catalyzed C?Se bond-forming reaction is reported. This reaction proceeds via intramolecular cyclization of arylboronic acids with selenium powder. Preliminary mechanism studies demonstrate that this transformation involves a selenium-centred radical intermediate. (Figure presented.).

Intramolecular Aryl Migration of Diaryliodonium Salts: Access to ortho-Iodo Diaryl Ethers

By using vicinal trifluoromethanesulfonate-substituted diaryliodonium salts, a novel approach was developed for the synthesis of ortho-iodo diaryl ethers by intramolecular aryl migration. The reaction conditions are mild with a broad substrate scope. Mechanistic insight suggests a sulfonyl-directed nucleophilic aromatic substitution pathway. Additionally, the product ortho-iodo diaryl ethers serve as versatile synthons as demonstrated with several coupling reactions. Furthermore, a useful thyroxine analogue of the 3-iodo-l-thyronine (3-T1) derivative was synthesized by this aryl migration procedure.

Anthracene compound, preparing method of anthracene compound and organic light-emitting device

The invention provides an anthracene compound. The anthracene compound has a structure in the formula (I), wherein Q is the C1-60 alkyl group or the C6-60 aryl group or the C5-60 condensed ring group or the C5-60 heterocyclic group; Ar is the C6-60 aryl group or the C5-60 condensed ring group or the C5-60 heterocyclic group; and Ar1 is H, the C1-60 alkyl group, the C1-60 alkoxy group, the C1-60 ether group, the C6-60 aryl group, the C6-60 condensed ring group, the C6-60 heterocyclic group and the C6-60 arylamine group. Compared with the prior art, the anthracene compound is connected with an aromatic compound through anthracene, and the Q, Ar and Ar1 groups are introduced, so that a device emits blue light after the organic compound is applied to the organic light-emitting device; and meanwhile, the means that the above groups are used for adjusting the light-emitting wavelength is adopted, the light-emitting efficiency of the organic light-emitting device is high, and the service life is long.