2,3-Dichlorophenylboronic acid

Base Information

• Chemical Name: 2,3-Dichlorophenylboronic acid
• CAS No.: 151169-74-3
• Molecular Formula: C6H5BCl2O2
• Molecular Weight: 190.821
• Hs Code.: 29319090
• European Community (EC) Number: 677-196-5
• DSSTox Substance ID: DTXSID40370431
• Nikkaji Number: J2.752.047B
• Wikidata: Q72467327
• Mol file: 151169-74-3.mol

Synonyms:2,3-Dichlorophenylboronic acid;151169-74-3;(2,3-dichlorophenyl)boronic Acid;2,3-Dichlorobenzeneboronic Acid;MFCD01075703;Boronic acid, (2,3-dichlorophenyl)-;2,3-dichlorophenyl boronic acid;2,3-Dichlorophenylboronic Acid (Contains Varying Amounts Of Anhydride);2,3-Dichlorophenylboronicacid;dichlorophenylboronic acid;dichlorobenzene boronic acid;SCHEMBL4991;2,3-dichloro-phenylboronic acid;2,3-dichlorobenzene-boronic acid;DTXSID40370431;2, 3-dichlorophenyl boronic acid;2,3-dichloro-phenyl boronic acid;TYIKXPOMOYDGCS-UHFFFAOYSA-N;BCP34354;CS-D1007;BBL102080;STL555879;AKOS004116112;AB08167;AM86634;Boronic acid, B-(2,3-dichlorophenyl)-;AS-12496;SY023630;A3323;D3434;FT-0609554;FT-0643469;EN300-117476;Z381540886;3,4-Dichlorophenylboric acid

Chemical Property of 2,3-Dichlorophenylboronic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.71E-05mmHg at 25°C
• Melting Point: 125 °C (dec.)(lit.)
• Refractive Index: 1.577
• Boiling Point: 349.8 °C at 760 mmHg
• PKA: 7.26±0.58(Predicted)
• Flash Point: 165.4 °C
• PSA: 40.46000
• Density: 1.47 g/cm³
• LogP: 0.67320
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Soluble in methanol.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9759650
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dichlorophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=CC=C1)Cl)Cl)(O)O
• Uses: suzuki reaction 2,3-Dichlorophenylboronic Acid is used as a reagent in the synthesis of trisubstituted thiazoles as Cdc7 kinase inhibitors. It is also used as a reagent in the synthesis of aminoarylpyridazines as selective CB2 agonists for treatment of inflammatory pain.

Technology Process of 2,3-Dichlorophenylboronic acid

There total 1 articles about 2,3-Dichlorophenylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 1-bromo-2,3-dichlorobenzene (56961-77-4) → 2,3-dichlorobenzeneboronic acid (151169-74-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; water; Petroleum ether;

Reference yield: 98.0%

ethyl 8-bromo-4-[methyl(oxetan-3-yl)amino]quinoline-3-carboxylate + 2,3-dichlorobenzeneboronic acid (151169-74-3) → ethyl 8-(2,3-dichlorophenyl)-4-[methyl(oxetan-3-yl)amino]quinoline-3-carboxylate

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; for 0.416667h; Inert atmosphere; Microwave irradiation;

Reference yield: 96.0%

2,3-dichlorobenzeneboronic acid (151169-74-3) → 1,2-Dichloro-3-nitrobenzene (3209-22-1)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide; at 60 ℃; for 19h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c00671

upstream raw materials:

Trimethyl borate

1-bromo-2,3-dichlorobenzene

Downstream raw materials:

4-[1-tert-butoxycarbonyl-5-(2,3-dichloro-phenyl)-1H-pyrazol-3-yl]-piperidine-1-carboxylic acid tert-butyl ester

5-(2,3-dichlorophenyl)furan-2-carboxylic acid methyl ester

(+/-)-{[7-(2,3-dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl}amine

(+/-)-{[7-(2,3-dichlorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl) amine

Refernces