151169-75-4

Basic information

• Product Name: 3,4-Dichlorophenylboronic acid
• Synonyms: RARECHEM AH PB 0086;AKOS BRN-0087;3,4-DICHLOROPHENYLBORNIC ACID;3,4-DICHLOROPHENYLBORONIC ACID;3,4-DICHLOROBENZENEBORONIC ACID;3,4-DICHLOROBENZENEBORONIC ACID (MAY CONTAIN VARYING AMOUNTS OF ANHYDRIDE);3,4-DICHLOROBENZENEBORONIC ACID 97%;3,4-Dichlorophenylboronic acid ,98%
• CAS NO: 151169-75-4
• Molecular Formula: C₆H₅BCl₂O₂
• Molecular Weight: 190.82
• EINECS: 1592732-453-0
• Product Categories: blocks;BoronicAcids;Boronic Acid series;Boronic acids;Boronic Acid;Aryl;Halogenated;Organoborons;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 151169-75-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 280-285 °C(lit.)
• Boiling Point: 339.2 ºC at 760 mmHg
• Flash Point: 159 ºC
• Appearance: White to off-white/Powder
• Density: 1.47 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Acetone (Slightly), Chloroform (Very Slightly, Heated, Sonicated)
• PKA: 7.37±0.10(Predicted)
• BRN: 7369790
• CAS DataBase Reference: 3,4-Dichlorophenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dichlorophenylboronic acid(151169-75-4)
• EPA Substance Registry System: 3,4-Dichlorophenylboronic acid(151169-75-4)

Safety Data

• Hazard Codes: Xi,F
• Statements: 36/37/38-19-11
• Safety Statements: 26-36-37/39-33-16
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 151169-75-4(Hazardous Substances Data)

Usage

Description

3,4-Dichlorophenylboronic acid is an organic compound with the chemical formula C6H4BCl2O2H. It is a white to off-white powder and is commonly used as a reactant in various chemical reactions and synthesis processes.

Uses

Used in Suzuki Reaction:
3,4-Dichlorophenylboronic 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. This reaction is significant in the pharmaceutical and materials science industries due to its ability to create complex molecular structures.
Used in the Synthesis of hTRPV1 Antagonists:
3,4-Dichlorophenylboronic acid is used as a reactant in the synthesis of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides, which are known as hTRPV1 antagonists. These compounds have potential applications in the treatment of various conditions, such as chronic pain and inflammatory disorders, making them valuable in the pharmaceutical industry.

Upstream product

• 18282-59-2 4-bromo-1,2-dichlorobenzene 
• 5419-55-6 Triisopropyl borate 
• 67-56-1 methanol 
• 55124-35-1 diisopropylamine borane 
• 10294-33-4 boron tribromide 

Downstream Products

• 1027736-57-7 4-[(3,4-dichloro-phenyl)-(4-diethylcarbamoyl-phenyl)-methylene]-piperidine-1-carboxylic acid tert-butyl ester 
• 53890-77-0 4′-hydroxy-3,4-dichlorobiphenyl 
• 854891-91-1 1-(3,4-Dichloro-phenyl)-2,2-dimethyl-propan-1-one 
• 68120-72-9 1-(3,4-dichloro-phenyl)-pentan-1-one 
• 59826-47-0 (2E)-1-(3,4-dichlorophenyl)-3-phenyl-2-propen-1-one 
• 153655-94-8 tert-butyl-4-(3,4-dichlorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 272775-65-2 3-(3',4'-dichlorophenyl)-3-buten-1-ol 
• 700872-93-1 7-(3,4-Dichlorophenyl)-4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinoline 
• 474329-82-3 naphthalene-1-carboxylic Acid (3',4'-dichloro-3-piperazin-1-yl-biphenyl-4-yl)-amide 
• 445303-84-4 3-(3,4-dichloro-phenyl)-5-methyl-3H-imidazole-4-carboxylic acid ethyl ester 
• 258885-78-8 4-{5-(3,4-dichlorophenyl)-2-methyl}benzyl-5-methoxy-2-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one 

Relevant articles and documents

New carboline-based donors for green exciplex-forming systems

The carbazole of a model compound CPTBF was replaced by α- and β-carboline to give donors α-CPTBF and β-CPTBF, respectively. The introduction of carboline leads the new donors to have deeper highest occupied molecular orbital (HOMO) energy levels. Different electron acceptors were tested, among them, a new acceptor, 3,4-CN, was found to give exciplexes with efficient green emissions that are blue-shifted as compared to that of model CPTBF:3,4-CN system. The exciplex formations of α-CPTBF:3,4-CN and β-CPTBF:3,4-CN blends were verified with the significantly red-shifted emissions different from those of constituent donor and acceptor together with the delayed fluorescent observed by time-resolved PL decay experiments. The organic light-emitting diode (OLED) devices with α-CPTBF:3,4-CN and β-CPTBF:3,4-CN blends as the emitting layer showed a maximum external quantum (EQE) of 7.57 and 7.34%, respectively, which is higher as compared to that (EQE = 6.87%) of the model device employing CPTBF:3,4-CN. These results were attributed to the higher exciplex photoluminescence quantum yields due to the higher delay fluorescence components, deeper HOMO, and higher triplet energy of the carboline donors. In addition, the β-CPTBF:3,4-CN exciplex-based OLED exhibited better efficiency roll-off at higher luminesce due to more charge balance with less polaron formation, which was analyzed with time-resolved EL.

Process for preparing substituted biphenylanilides

The present invention relates to a process for preparing substituted biphenylanilides of the formula I wherein R1 is a protected amino group which comprises reacting a compound of formula II in the presence of a base and of a palladium catalyst in a solvent, with an organoboron compound of formula (III)

Propanoic acid derivatives

Propanoic acid derivatives of formula (1) are described: Ar—X1—Ar1—Z—R??(1) in which Ar is a nitrogen base containing group; X1is linker atom or group; Ar1is an optionally substituted 5- or 6-membered nitrogen-containing aromatic or non-aromatic monocycle; Z is a group —CH(R13)CH2— [in which R13is an optionally substituted aliphatic, cycloaliphatic, heteroaliphatic, heterocycloaliphatic, aromatic or heteroaromatic group], —C(R12a)(R13)—CH(R12b)— [in which R12aand R12btogether with the carbon atoms to which they are attached form a C3-7cycloalkyl group] or C(R13)═CH—; R is a carboxylic acid (—CO2H) or a derivative or biostere thereof; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of αVintegrins to their ligands and are of use in the prophylaxis and treatment of immune or inflammatory disorders.