2-Bromopyridine

Base Information

• Chemical Name: 2-Bromopyridine
• CAS No.: 109-04-6
• Molecular Formula: C5H4BrN
• Molecular Weight: 157.997
• Hs Code.: 29333999
• European Community (EC) Number: 203-641-6
• NSC Number: 8031
• UNII: 7Z7MLC4VD8
• DSSTox Substance ID: DTXSID6051564
• Nikkaji Number: J32.655K
• Wikipedia: 2-Bromopyridine
• Wikidata: Q209317
• Metabolomics Workbench ID: 57787
• ChEMBL ID: CHEMBL331374
• Mol file: 109-04-6.mol

Synonyms:2-BROMOPYRIDINE;109-04-6;o-Bromopyridine;2-Pyridyl bromide;Pyridine, 2-bromo-;2-bromo-pyridine;2-bromopyridin;beta-Bromopyridine;Pyridine, bromo-;alpha-Bromopyridine;MFCD00006219;.beta.-Bromopyridine;.alpha.-Bromopyridine;Pyridin-2-yl bromide;NSC 8031;EINECS 203-641-6;UNII-7Z7MLC4VD8;BRN 0105789;7Z7MLC4VD8;AI3-17852;DTXSID6051564;CHEBI:51574;NSC-8031;5-20-05-00422 (Beilstein Handbook Reference);bromopyridine;2-bromo pyridine;bromo pyridine;a-Bromopyridine;2-bromopridine;2-pyridylbromide;2-bromo-pyridin;2 -bromopyridine;2-bromanylpyridine;NSC8031;Pyridine, 2-bromo-,;2-Bromopyridine, 99%;PYRIDINE,2-BROMO;WLN: T6NJ BE;SCHEMBL6536;CHEMBL331374;DTXCID0030116;CS-D1419;STR00629;Tox21_303772;BBL027568;STK802248;AKOS000119182;AB00627;PS-4254;NCGC00357064-01;CAS-109-04-6;LS-130297;AM20050660;B0650;FT-0611611;FT-0663861;EN300-18089;S12408;A801959;Q209317;W-108708;Z57160165;F0001-0191

Chemical Property of 2-Bromopyridine

Chemical Property:

• Appearance/Colour: clear slight brown liquid
• Vapor Pressure: 0.784mmHg at 25°C
• Melting Point: 193 °C
• Refractive Index: n20/D 1.572(lit.)
• Boiling Point: 189.5 °C at 760 mmHg
• PKA: pK1: 0.71(+1) (25°C)
• Flash Point: 54.4 °C
• PSA: 12.89000
• Density: 1.598 g/cm³
• LogP: 1.84410
• Storage Temp.: Refrigerator
• Solubility.: 20g/l
• Water Solubility.: Slightly miscible with water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 156.95271
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

2-Bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn,F
• Hazard Codes: T,Xn,F
• Statements: 10-24/25-36/37/38-23/24/25-20/21/22
• Safety Statements: 16-36/37-45-38-36/37/39-28A-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC=NC(=C1)Br
• Uses: 2-Bromopyridine is a 2-halogenated pyridine used in the preparation of a variety of biologically active compounds such as antimalarial agents and beta-adrenoceptor agonist.

Technology Process of 2-Bromopyridine

There total 49 articles about 2-Bromopyridine 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: 100.0%

2,6-Dibromopyridine (626-05-1) → 2-bromo-pyridine (109-04-6)

Guidance literature:

With n-butyllithium; butyl magnesium bromide; In toluene; at -10 ℃;

DOI:10.1021/jo0157425

Reference yield: 97.0%

2-bromopyridine-N-oxide hydrochloride (80866-91-7) → 2-bromo-pyridine (109-04-6)

Guidance literature:

With titanium; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1055/s-1987-28152

Reference yield: 96.0%

2-bromopyridine-N-oxide (14305-17-0) → 2-bromo-pyridine (109-04-6)

Guidance literature:

With Dimethylphenylsilane; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c5ra08845c

upstream raw materials:

pyridine

2-aminopyridine

acetyl hypofluorite

2-bromopyridine-N-oxide

Downstream raw materials:

1-(2-pyridyl)piperazine

1,4-bis-(2-pyridyl)-1,4-diazacyclohexane

1-methyl-4-(pyridin-2-yl)piperazine

N-(2-pyridinyl)-1,3-propandiamine

Refernces

Ruthenium(II) complexes bearing pyridine-functionalized N-heterocyclic carbene ligands: Synthesis, structure and catalytic application over amide synthesis

10.1007/s12039-016-1169-y

The study focuses on the synthesis, structure, and catalytic application of ruthenium(II) complexes bearing pyridine-functionalized N-heterocyclic carbene (NHC) ligands. The researchers synthesized a series of imidazolium salts by reacting 2-bromopyridine with 1-substituted imidazoles, which were then used as ligand precursors for the formation of new ruthenium(II) complexes. These complexes, characterized by various spectroscopic techniques, were found to have an octahedral geometry and were effective catalysts for the one-pot conversion of aldehydes to primary amides using NH2OH.HCl and NaHCO3. The study investigated the effects of different factors such as solvent, base, temperature, time, and catalyst loading on the catalytic performance. The purpose of these chemicals was to create a catalytic system that could efficiently convert aldehydes to amides, which are important compounds in chemistry and biology, and to optimize the reaction conditions for this conversion.