2-Pyridineboronic acid

Base Information

• Chemical Name: 2-Pyridineboronic acid
• CAS No.: 197958-29-5
• Molecular Formula: C5H6BNO2
• Molecular Weight: 122.919
• Hs Code.: 2933399090
• European Community (EC) Number: 803-283-6
• DSSTox Substance ID: DTXSID00376414
• Nikkaji Number: J1.486.163G
• Wikidata: Q72503783
• Mol file: 197958-29-5.mol

Synonyms:2-Pyridineboronic acid;197958-29-5;Pyridine-2-boronic acid;Pyridin-2-ylboronic Acid;2-Pyridinylboronic acid;2-pyridylboronic acid;2-Pyridineboronicacid;Pyridin-2-boronic Acid;Boronic acid, 2-pyridinyl-;Boronic acid, B-2-pyridinyl-;MFCD00151844;pyridylboronic acid;pyridineboronic;pyridinylboronic acid;pyridyl boronic acid;pyridine boronic acid;2-Pyridinylboronicacid;2-pyridyl boronic acid;pyridin-2-yl boronic acid;pyridin-2-yl-boronic acid;(pyridin-2-yl)boronic acid;SCHEMBL201627;DTXSID00376414;UMLDUMMLRZFROX-UHFFFAOYSA-N;2-Pyridineboronic acid, AldrichCPR;BCP26805;AC-956;BBL100211;STL553783;AKOS005259932;AM84676;CS-W013543;DS-3761;A4338;BB 0261469;FT-0602133;EN300-95208;A813951;J-524093;162717-80-8;86Z

Chemical Property of 2-Pyridineboronic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.534
• Boiling Point: 308.782 °C at 760 mmHg
• PKA: 7.79±0.53(Predicted)
• Flash Point: 140.547 °C
• PSA: 53.35000
• Density: 1.23 g/cm³
• LogP: -1.23860
• Storage Temp.: Store below -20C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 123.0491586
• Heavy Atom Count: 9
• Complexity: 89

Purity/Quality:

99% ^*data from raw suppliers

2-Pyridineboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=N1)(O)O
• Uses: 2-Pyridineboronic Acid is used in organic synthesis as a reagent in Suzuki cross-coupling reactions, for example in the synthesis of aryl- and heteroaryl-substituted 3-benzyloxyisothiazoles and novel fluorescent 3-aryl- and 3-methyl-7-aryl-[1,2,3]triazolo[1,5-a]pyridines.

Technology Process of 2-Pyridineboronic acid

There total 3 articles about 2-Pyridineboronic 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: 81.0%

2-bromo-pyridine (109-04-6) + Triisopropyl borate (5419-55-6) → pyridin-2-ylboronic acid (197958-29-5)

Guidance literature:

2-bromo-pyridine; Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -30 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; toluene; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 77.0%

2-bromo-pyridine (109-04-6) + Trimethyl borate (121-43-7,63156-11-6) → pyridin-2-ylboronic acid (197958-29-5)

Guidance literature:

2-bromo-pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; hexane; for 2h;

Reference yield: 70.0%

2-bromo-pyridine (109-04-6) → pyridin-2-ylboronic acid (197958-29-5)

Guidance literature:

2-bromo-pyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 2h;

With tris(trimethylsilyl)borate; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

With hydrogenchloride; at 0 ℃; pH=6 - 7;

DOI:10.1081/SCC-120016325

upstream raw materials:

2-bromo-pyridine

Triisopropyl borate

Trimethyl borate

Downstream raw materials:

1-[4-(1-phenyl-1-(pyridin-2-yl)-methylene)-piperidin-1-yl]-2-(4,7-dimethoxy-6-azaindol-3-yl)-ethane-1,2-dione

2-(2-chloro-4-nitrophenyl)pyridine

C₂₄H₂₀Cl₂N₄

4-(2-pyridyl)-2-nitroaniline

Refernces

• 1、 -. "Pyridine-structure-containing compound and preparing method and application thereof". Paragraph 0032; 0036-0038. . Retrieved 2018/07/03.
• 2、 -. "Iridium complex and organic light emitting device thereof". Paragraph 0069; 0070; 0073; 0129. . Retrieved 2018/11/27.