2,5-Dichlorophenylboronic acid

Base Information

• Chemical Name: 2,5-Dichlorophenylboronic acid
• CAS No.: 135145-90-3
• Molecular Formula: C6H5BCl2O2
• Molecular Weight: 190.821
• Hs Code.: 29163990
• European Community (EC) Number: 680-174-8
• DSSTox Substance ID: DTXSID00378413
• Nikkaji Number: J2.460.633C
• Wikidata: Q72467325
• Mol file: 135145-90-3.mol

Synonyms:2,5-Dichlorophenylboronic acid;135145-90-3;(2,5-dichlorophenyl)boronic Acid;2,5-Dichlorobenzeneboronic Acid;Boronic acid, (2,5-dichlorophenyl)-;MFCD01863182;2,5-dichlorophenyl boronic acid;2,5-Dichlorophenylboronicacid;(2,5-dichlorophenyl)boranediol;SCHEMBL491658;2,5-dichloro-phenylboronic acid;2,5-dichlorobenzene boronic acid;DTXSID00378413;2,5-dichloro-phenyl boronic acid;NNTFPBXQPOQRBT-UHFFFAOYSA-N;2,5-dichlorophenyl-dihydroxyborane;BCP33014;CS-D1009;BBL100531;STL554325;AKOS002678738;AC-5377;AM803169;AS-14905;BP-12144;SY032393;D3044;FT-0610301;EN300-28250;J-507321;Z254198524

Chemical Property of 2,5-Dichlorophenylboronic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 2.65E-05mmHg at 25°C
• Melting Point: 150 °C(lit.)
• Refractive Index: 1.577
• Boiling Point: 343.6 °C at 760 mmHg
• PKA: 7.26±0.58(Predicted)
• Flash Point: 161.6 °C
• PSA: 40.46000
• Density: 1.47 g/cm³
• LogP: 0.67320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Acetone (Slightly), Methanol (Slightly)
• 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

2,5-Dichlorophenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)Cl)Cl)(O)O
• Uses: Reactant for:? ;Regioselective iodination using silver salts1? ;Pd-catalyzed Suzuki-Miyaura coupling2? ;Rhodium(I)-catalyzed carbonylative cyclization of alkynes3? ;Copper catalyzed coupling reactions4 suzuki reaction 2,5-Dichlorophenylboronic Acid is a reactant in the synthesis of Dipeptidyl peptidase IV (DPP4) inhibitors for the treatment of type 2 diabetes.

Technology Process of 2,5-Dichlorophenylboronic acid

There total 1 articles about 2,5-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:

2-bromo-1,4-dichlorobenzene (1435-50-3) → 2,5-dichlorobenzeneboronic acid (135145-90-3)

Guidance literature:

Reference yield: 92.8%

4-bromo-5-methoxy-2-methylbenzo[d]thiazole + 2,5-dichlorobenzeneboronic acid (135145-90-3) → 4-(2,5-dichlorophenyl)-5-methoxy-2-methylbenzo[d]thiazole

Guidance literature:

With tripotassium phosphate "n" hydrate; palladium diacetate; CyJohnPhos; In 1,4-dioxane; water; at 90 ℃; for 8.5h; Inert atmosphere;

Reference yield: 92.0%

6-iodo-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-5(8H)-one + 2,5-dichlorobenzeneboronic acid (135145-90-3) → 6-(2,5-dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-5(8H)-one

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 90 ℃; for 18h; Sealed tube;

upstream raw materials:

2-bromo-1,4-dichlorobenzene

Downstream raw materials:

2',5'-dichlorobiphenyl-4-ol

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

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

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

Refernces