2,4-Dichlorophenylboronic acid

Base Information

• Chemical Name: 2,4-Dichlorophenylboronic acid
• CAS No.: 68716-47-2
• Molecular Formula: C6H5BCl2O2
• Molecular Weight: 190.821
• Hs Code.: 29163990
• European Community (EC) Number: 674-975-1
• DSSTox Substance ID: DTXSID70370429
• Nikkaji Number: J418.613C
• Wikidata: Q72467333
• ChEMBL ID: CHEMBL20726
• Mol file: 68716-47-2.mol

Synonyms:2,4-Dichlorophenylboronic acid;68716-47-2;(2,4-dichlorophenyl)boronic acid;2,4-Dichlorobenzeneboronic acid;2,4-Dichlorophenyl boronic acid;2,4-Dichlorophenylboronicacid;MFCD00013930;Boronic acid, (2,4-dichlorophenyl)-;CHEMBL20726;2,4-dichloro benzene boronic acid;2,4-dichlorophenylbornic acid;(2,4-Dichlorophenyl)Boranediol;2,4-Dichlorobenzeneboronicacid;SCHEMBL41990;2,4-dichlorphenylboronic acid;2 4-dichlorophenylboronic acid;2,4-Dichlorobenzenboronic acid;2,4-dichlorobezeneboronic acid;2,4-dichloro benzeneboronicacid;2,4-dichlorbenzene boronic acid;2,4-dichloro-phenylboronic acid;2,4-dichlorophenyl-boronic acid;(2,4-dichlorphenyl)boronic acid;2,4-dichloro-benzeneboronic acid;DTXSID70370429;2,4-dichloro phenyl boronic acid;2,4-Dichloro-phenyl boronic acid;QNEGDGPAXKYZHZ-UHFFFAOYSA-N;(2,4-dichlorophenyl) boronic acid;(2,4-dichlorophenyl)-boronic acid;CS-D1008;STR07083;BDBM50282564;STK503711;AKOS000264868;AB01132;AC-5374;OL10122;2,4-DICHLOROBENZENE BORONIC ACID;NCGC00249521-01;NCGC00249521-02;NCGC00249521-03;BP-12862;SY014919;A9134;AM20060320;D2494;FT-0610041;EN300-74360;J-507185;Z401400364

Chemical Property of 2,4-Dichlorophenylboronic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 6.27E-05mmHg at 25°C
• Melting Point: 246-249 °C(lit.)
• Refractive Index: 1.577
• Boiling Point: 331.3 °C at 760 mmHg
• PKA: 8.10±0.58(Predicted)
• Flash Point: 154.2 °C
• PSA: 40.46000
• Density: 1.47 g/cm³
• LogP: 0.67320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• 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

2,4-Dichlorophenyl boronic 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=C(C=C1)Cl)Cl)(O)O
• Uses: 2,4-Dichlorophenylboronic acid is used as reactant involved in: ? Suzuki coupling reactions with alkynyl bromides or aniline / thiophenol ? Selective hydroxylation to phenols4Reactant involved in synthesis of biologically active molecules including: ? N-hydroxyindole-2-carboxylates for use as lactate dehydrogenase inhibitors ? Non-ATP competitive MK2 inhibitors suzuki reaction Reactant involved in:Suzuki coupling reactions with alkynyl bromides or aniline / thiophenol Selective hydroxylation to phenolsReactant involved in synthesis of biologically active molecules including:N-hydroxyindole-2-carboxylates for use as lactate dehydrogenase inhibitorsNon-ATP competitive MK2 inhibitors

Technology Process of 2,4-Dichlorophenylboronic acid

There total 1 articles about 2,4-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:

C6H3BCl2F3(1-) → 2,4-dichlorophenylboronic acid (68716-47-2)

Guidance literature:

In phosphate buffer; pH=6.9 - 7.0; Kinetics;

DOI:10.1021/jo800681d

Reference yield: 99.0%

3-ethyl-[N-(1-ethyl)propyl]-5-bromo-6-methoxypyrazine-2-amine (355836-24-7) + 2,4-dichlorophenylboronic acid (68716-47-2) → 5-(2,4-dichlorophenyl)-[N-(1-ethyl)propyl]-3-ethyl-6-methoxypyrazine-2-amine (355835-99-3)

Guidance literature:

3-ethyl-[N-(1-ethyl)propyl]-5-bromo-6-methoxypyrazine-2-amine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.25h;

2,4-dichlorophenylboronic acid; With sodium carbonate; In 1,2-dimethoxyethane; water; at 20 - 75 ℃; for 15h;

Reference yield: 95.0%

2,4-dichlorophenylboronic acid (68716-47-2) → 2,4-dichlorophenol (120-83-2,40477-79-0)

Guidance literature:

With urea hydrogen peroxide adduct; In methanol; at 27 - 29 ℃; for 0.0833333h; Temperature; Solvent; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2016.04.099

Downstream raw materials:

4-(2,4-Dichloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

1,3-dichloro-4-fluorobenzene

(2S,5S)-2-tert-Butyl-5-[2',4'-dichloro-5-(diethoxy-phosphorylmethyl)-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

(2S,5S)-5-[4-Acetoxy-2',4'-dichloro-5-(diethoxy-phosphorylmethyl)-biphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

Refernces