73852-17-2

Basic information

• Product Name: 2,6-DICHLOROPHENYLBORONIC ACID
• Synonyms: RARECHEM AH PB 0089;2,6-DICHLOROPHENYLBORONIC ACID;2,6-DICHLOROBENZENEBORONIC ACID;AKOS BRN-0086;2,6-Dichlorophenylboronic;3,6-DICHLOROPHENYLBORONICACID;2,6-Dichlorophenylboronic Acid (contains varying amounts of Anhydride);2,6-Dichlorophenylboronic acid,98%
• CAS NO: 73852-17-2
• Molecular Formula: C₆H₅BCl₂O₂
• Molecular Weight: 190.82
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Aryl;Boronic acid;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronate Ester;Potassium Trifluoroborate
• Mol File: 73852-17-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 153 °C
• Boiling Point: 341.8 °C at 760 mmHg
• Flash Point: 160.5 °C
• Appearance: Off-white/Powder
• Density: 1.47 g/cm³
• Vapor Pressure: 3.03E-05mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 7.94±0.58(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 4802506
• CAS DataBase Reference: 2,6-DICHLOROPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DICHLOROPHENYLBORONIC ACID(73852-17-2)
• EPA Substance Registry System: 2,6-DICHLOROPHENYLBORONIC ACID(73852-17-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22-36
• Safety Statements: 26-36-37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 73852-17-2(Hazardous Substances Data)

Usage

Description

2,6-DICHLOROPHENYLBORONIC ACID is an organic compound with the chemical formula C6H4Cl2BO2H. It is characterized by its off-white crystalline appearance and is commonly utilized as a reagent in various chemical reactions due to its unique chemical properties.

Uses

Used in Chemical Synthesis:
2,6-DICHLOROPHENYLBORONIC ACID is used as a reagent for palladium-catalyzed Stille and Suzuki-Miyaura cross-couplings, which are palladium (Pd)-catalyzed reactions. These cross-coupling reactions are essential in the formation of carbon-carbon bonds, a critical aspect in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
2,6-DICHLOROPHENYLBORONIC ACID is used as a building block for the preparation of common intermediates and compounds in the pharmaceutical industry. Its unique structure allows for the creation of various drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2,6-DICHLOROPHENYLBORONIC ACID is employed as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its versatility in chemical reactions enables the development of new and effective compounds for agricultural use.

InChI:InChI=1/C6H5BCl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,10-11H

Upstream product

• 19393-92-1 1-bromo-2,6-dichlorobenzene 
• 121-43-7 Trimethyl borate 
• 688-74-4 boric acid tributyl ester 
• 150-46-9 triethyl borate 
• 7732-18-5 water 
• 541-73-1 1,3-Dichlorobenzene 
• 108-86-1 bromobenzene 

Downstream Products

• 893394-35-9 C₂₅H₂₁Cl₂NOS 
• 313671-44-2 tert-butyl (8AS,12AR)-2-(2,6-dichlorophenyl)-4,5,6,7,8a,9,10,11,12,12a-decahydroazepino[3,2,1-hi]pyrido[4,3-b]indole-11(8AH)-carboxylate 
• 1149379-08-7 ethyl (1S,1aS,6aR)-4-[(2',6'-dichloro-4-fluoro-2-methylbiphenyl-3-yl)methoxy]-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1-carboxylate 
• 1206181-68-1 1-benzenesulfonyl-5-(2,6-dichloro-phenyl)-1H-pyrrolo[3,2-b]pyridine 
• 1003843-17-1 6-(2,6-dichlorophenyl)-4-ethoxypteridin-2-ylamine 
• 1383378-67-3 2,6-dichloro-3'-(p-tolyl)spiro[cyclohexa[2,5]diene-1,1'-isoindol]-4-one 
• 1447249-91-3 2-cyclopropyl-6-(2,6-dichlorophenyl)-3-(pyridin-3-ylmethyl)-quinazolin-4(3H)-one 
• 87-65-0 2,6-Dichlorophenol 
• 946147-19-9 3-(2,6-dichlorophenyl)-6,7-dimethylimidazo[1,2-f]phenanthridine 
• 852122-56-6 (+/-)-{[7-(2,6-dichlorophenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 
• 623144-23-0 6-(benzyloxy)-2-(2,6-dichlorophenyl)quinoline 
• 867333-31-1 7-(2,6-dichlorophenyl)-5-methyl-1,2,4-benzotriazine-3-ylamine 

Relevant articles and documents

Preparation method of 2, 6-dichlorophenylboronic acid

The invention discloses a preparation method of 2, 6dichlorophenylboronic acid, which belongs to the technical field of fine processing, and mainly comprises the following steps: adding magnesium chips into 2bromo 1, 3dichlorobenzene used as a raw material to prepare a Grignard reagent, reacting with trialkyl borate, and carrying out acidic hydrolysis to obtain a 2, 6dichlorophenylboronic acid crude product; and finally, recrystallizing and purifying to obtain pure 2, 6-dichlorophenylboronic acid. The preparation method is simple, raw materials are easy to obtain, and the method is suitable for large-scale industrial production.

Moisture-Tolerant Frustrated Lewis Pair Catalyst for Hydrogenation of Aldehydes and Ketones

In this paper, we report on the development of a bench-stable borane for frustrated Lewis pair catalyzed reduction of aldehydes, ketones, and enones. The deliberate fine-tuning of structural and electronic parameters of Lewis acid component and the choice of Lewis base provided for the first time, a moisture-tolerant FLP catalyst. Related NMR and DFT studies underpinned the unique behavior of this FLP catalyst and gave insight into the catalytic activity of the resulting FLP catalyst.