2,6-Dichloropyridine-3-boronic acid

Base Information

• Chemical Name: 2,6-Dichloropyridine-3-boronic acid
• CAS No.: 148493-34-9
• Molecular Formula: C5H4BCl2NO2
• Molecular Weight: 191.809
• Hs Code.: 29333990
• European Community (EC) Number: 681-098-8
• UNII: Q4ML0XYT1Q
• DSSTox Substance ID: DTXSID30376386
• Nikkaji Number: J2.142.730F
• Wikidata: Q72467900
• Mol file: 148493-34-9.mol

Synonyms:2,6-Dichloropyridine-3-boronic acid;148493-34-9;2,6-Dichloropyridin-3-ylboronic acid;(2,6-dichloropyridin-3-yl)boronic Acid;2,6-dichloro-3-pyridineboronic acid;Boronic acid, (2,6-dichloro-3-pyridinyl)-;MFCD03094989;Q4ML0XYT1Q;2,6-dichloropyridin-3-yl-3-boronic acid;BORONIC ACID, B-(2,6-DICHLORO-3-PYRIDINYL)-;(2,6-Bis(chloranyl)pyridin-3-yl)boronic acid;2,6-Dichloropyridine-3-BoronicAcid;(2,6-Dichloro-3-pyridyl)boronic acid;UNII-Q4ML0XYT1Q;D0XB3U;SCHEMBL1506336;2,6-Dichloropyridine-3-Boronic;DTXSID30376386;XBBLBQZAVMHEER-UHFFFAOYSA-N;BCP21924;2,6-dichloro-3-pyridylboronic acid;2,6-Dichloropyridin-3-ylboronicacid;AKOS006344441;2,6-Dichloro-3-Pyridine boronic acid;AB13405;CS-W000874;AC-33485;AS-14983;SY023633;A3252;AM20070107;D4707;FT-0604593;2,6-dichloropyridine-3-boronic acid, AldrichCPR;EN300-7365728;J-507456;Z1201622066;2,6-Dichloropyridin-3-ylboronic acid pound>>2,6-dichloro-3-pyridineboronic acid

Chemical Property of 2,6-Dichloropyridine-3-boronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 3E-06mmHg at 25°C
• Melting Point: 150°C(lit.)
• Refractive Index: 1.58
• Boiling Point: 373.7 °C at 760 mmHg
• PKA: 6.40±0.58(Predicted)
• Flash Point: 179.8 °C
• PSA: 53.35000
• Density: 1.56 g/cm³
• LogP: 0.06820
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.9712139
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloropyridine-3-boronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(N=C(C=C1)Cl)Cl)(O)O

Technology Process of 2,6-Dichloropyridine-3-boronic acid

There total 1 articles about 2,6-Dichloropyridine-3-boronic 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: 80.0%

2,6-dichloropyridine (2402-78-0) → (2,6-dichloropyridin-3-yl)boronic acid (148493-34-9)

Guidance literature:

2,6-dichloropyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -80 ℃; for 1h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -80 - 20 ℃;

DOI:10.1016/j.tet.2004.12.006

Reference yield: 99.0%

(2,6-dichloropyridin-3-yl)boronic acid (148493-34-9) → 2,6-dichloro-3-hydroxypyridine (52764-11-1)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 20h;

DOI:10.1016/j.tet.2004.12.006

Reference yield: 83.0%

o-iodoacetanilide (19591-17-4) + (2,6-dichloropyridin-3-yl)boronic acid (148493-34-9) → N-[2-(2,6-dichloro-3-pyridinyl)phenyl]acetamide (148493-40-7)

Guidance literature:

copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; Heating;

DOI:10.1016/S0040-4039(00)60362-3

upstream raw materials:

2,6-dichloropyridine

Downstream raw materials:

2-chloro-9H-pyrido[2,3-b]indole

N-[2-(2,6-dichloro-3-pyridinyl)phenyl]acetamide

2,6-dichloro-3-hydroxypyridine

2,6-dichloro-3-methoxypyridine

Refernces

• 1、 Smith, Amy E.,Clapham, Kate M.,Batsanov, Andrei S.,Bryce, Martin R.,Tarbit, Brian. "(Dimethoxy- and dihalopyridyl)boronic acids and highly functionalized heteroarylpyridines by Suzuki cross-coupling reactions". supporting information; experimental part. p. 1458 - 1463. Retrieved 2009/04/04.