[2,2'-Bipyridin]-4-ylboronic acid

Base Information

Chemical Name:[2,2'-Bipyridin]-4-ylboronic acid
CAS No.:219609-65-1
Molecular Formula:C10H9BN2O2
Molecular Weight:200.005
Hs Code.:
DSSTox Substance ID:DTXSID40445698
Nikkaji Number:J1.015.724B
Wikidata:Q82264212
Mol file:219609-65-1.mol

Synonyms:219609-65-1;[2,2'-bipyridin]-4-ylboronic acid;2,2'-BIPYRIDIN-4-YLBORONIC ACID;Boronic acid, [2,2'-bipyridin]-4-yl-;(2-pyridin-2-ylpyridin-4-yl)boronic Acid;AGN-PC-0NBJIO;SCHEMBL3873666;DTXSID40445698;2,2'-Bipyridine-4-ylboranic acid;[2,2'-bipyridin]-4-ylboronicacid;MFCD18261482;2-(2-pyridyl)pyridine-4-boronic acid;{[2,2'-bipyridin]-4-yl}boronic acid;CS-0449660;W17782

Suppliers and Price of [2,2'-Bipyridin]-4-ylboronic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of [2,2'-Bipyridin]-4-ylboronic acid

Chemical Property:

Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:200.0757077
Heavy Atom Count:15
Complexity:204

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:B(C1=CC(=NC=C1)C2=CC=CC=N2)(O)O

Technology Process of [2,2'-Bipyridin]-4-ylboronic acid

There total 4 articles about [2,2'-Bipyridin]-4-ylboronic 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: 65.0%

: 7647-01-0,15364-23-5
hydrogenchloride

: 5419-55-6
Triisopropyl borate

: 14162-95-9
4-bromo-2,2'-bipyridyl

: 219609-65-1
2,2′-bipyridine-4-boronic acid

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; (Ar, Schlenk) n-C4H9Li in hexane was added to the soln. of bipyridine-compound and borate at -78°C over 25 min, stirred for 30 min, allowed to warm to -20°C followed by addn. of 1 N HCl soln., room temp.; extd. with ethyl acetate, the aq. layer was collected, pH 7 (aq. NaOH), the solid was filtered, washed with CH3CN, dried in vac.; elem. anal.;
DOI:10.1039/c0dt01548b

Reference yield: 52.0%

: 109-72-8,29786-93-4
n-butyllithium

: 121-43-7,63156-11-6
Trimethyl borate

: 14162-95-9
4-bromo-2,2'-bipyridyl

: 219609-65-1
2,2′-bipyridine-4-boronic acid

Guidance literature:: n-butyllithium; 4-bromo-2,2'-bipyridyl; In diethyl ether; hexane; at -110 - -100 ℃; for 0.5h;

Trimethyl borate; In diethyl ether; hexane; at -110 - -100 ℃; for 1h;
DOI:10.1039/a803382j

Reference yield:

: 14163-03-2
4-bromo-2,2’-bipyridine N-oxide

: 219609-65-1
2,2′-bipyridine-4-boronic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 50 percent / PBr₃ / CHCl₃ / 4 h / reflux

2.1: diethyl ether; hexane / 0.5 h / -110 - -100 °C

2.2: 52 percent / diethyl ether; hexane / 1 h / -110 - -100 °C

With phosphorus tribromide; In diethyl ether; hexane; chloroform; 1.1: Reduction / 2.1: Metallation / 2.2: Substitution;
DOI:10.1039/a803382j