2,6-Dichlorophenylboronic Acid

Base Information

• Chemical Name: 2,6-Dichlorophenylboronic Acid
• CAS No.: 73852-17-2
• Molecular Formula: C6H5BCl2O2
• Molecular Weight: 190.821
• Hs Code.: 29319090
• European Community (EC) Number: 672-294-4
• DSSTox Substance ID: DTXSID30370223
• Nikkaji Number: J2.517.717G
• Wikidata: Q72467331
• Mol file: 73852-17-2.mol

Synonyms:2,6-Dichlorophenylboronic Acid;73852-17-2;(2,6-dichlorophenyl)boronic acid;2,6-Dichlorobenzeneboronic Acid;BORONIC ACID, (2,6-DICHLOROPHENYL)-;MFCD00064869;(2,6-Dichlorophenyl)boronicacid;SCHEMBL5649;2,6-dichloro-phenylboronic acid;2,6-dichlorophenyl boronic acid;CXDPUSMFYPQXCV-UHFFFAOYSA-;DTXSID30370223;CXDPUSMFYPQXCV-UHFFFAOYSA-N;(2,6-dichlorophenyl)dihydroxyborane;STK352559;AKOS000285049;AB02605;AC-5379;CS-W000964;PS-9531;AM804300;SY019952;2,6-Dichlorophenylboronic acid, AldrichCPR;2-Methyl-3-hydroxyquinoline-4-carboxylicacid;A9504;D3357;FT-0604595;EN300-123250;J-507455;Z1203161859;2,6-dichlorophenylboronic acid;(2,6-Dichlorophenyl)boronic acid;InChI=1/C6H5BCl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,10-11H

Chemical Property of 2,6-Dichlorophenylboronic Acid

Chemical Property:

• Appearance/Colour: off-white cryst
• Vapor Pressure: 3.03E-05mmHg at 25°C
• Melting Point: 153 °C
• Refractive Index: 1.577
• Boiling Point: 341.8 °C at 760 mmHg
• PKA: 7.94±0.58(Predicted)
• Flash Point: 160.5 °C
• PSA: 40.46000
• Density: 1.47 g/cm³
• LogP: 0.67320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9759650
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichlorophenylboronicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC=C1Cl)Cl)(O)O
• Uses: suzuki reaction Reagent used for palladium-catalyzed stille and suzuki-miyaura cross-couplings, palladium (pd)-catalytized reactions. Reagent used in preparation of common building blocks for pharmaceuticals and agrochemicals.

Technology Process of 2,6-Dichlorophenylboronic Acid

There total 8 articles about 2,6-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: 89.76%

bromobenzene (108-86-1,52753-63-6) + boric acid tributyl ester (688-74-4) + water (7732-18-5) → 2,6-dichlorophenylboronic acid (73852-17-2)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; at -50 ℃; for 0.583333h; Inert atmosphere;

With epichlorohydrin; In tetrahydrofuran; at -70 ℃; for 1h; Inert atmosphere;

boric acid tributyl ester; water; Reagent/catalyst; Temperature; Further stages;

Reference yield: 88.74%

1-bromo-2,6-dichlorobenzene (19393-92-1) + triethyl borate (150-46-9) → 2,6-dichlorophenylboronic acid (73852-17-2)

Guidance literature:

1-bromo-2,6-dichlorobenzene; With magnesium; In tetrahydrofuran; for 5h; Reflux; Inert atmosphere;

triethyl borate; In tetrahydrofuran; at -75 ℃; for 7h;

Reference yield: 80.41%

1-bromo-2,6-dichlorobenzene (19393-92-1) + boric acid tributyl ester (688-74-4) → 2,6-dichlorophenylboronic acid (73852-17-2)

Guidance literature:

1-bromo-2,6-dichlorobenzene; With magnesium; In tetrahydrofuran; for 6h; Reflux; Inert atmosphere;

boric acid tributyl ester; In tetrahydrofuran; at -80 ℃; for 10h;

upstream raw materials:

1-bromo-2,6-dichlorobenzene

1,3-Dichlorobenzene

boric acid tributyl ester

bromobenzene

Downstream raw materials:

7-(2,6-dichlorophenyl)-5-methyl-1,2,4-benzotriazine-3-ylamine

6-(benzyloxy)-2-(2,6-dichlorophenyl)quinoline

2-(4-{2-[2-(2',6'-dichloro-biphenyl-4-yl)-5-methyloxazol-4-yl]-ethoxy}-phenoxy)-2-methylpropionic acid ethyl ester

1-benzenesulfonyl-5-(2,6-dichloro-phenyl)-1H-pyrrolo[3,2-b]pyridine

Refernces

• 1、 -. "2,6-dichlorophenylboronic acid synthesis method". Paragraph 0027-0049. . Retrieved 2019/01/14.