3-Bromopyridine

Base Information

• Chemical Name: 3-Bromopyridine
• CAS No.: 626-55-1
• Molecular Formula: C5H4BrN
• Molecular Weight: 157.997
• Hs Code.: 29333999
• European Community (EC) Number: 210-952-0
• NSC Number: 3974
• UNII: XMN8H2XE9H
• DSSTox Substance ID: DTXSID9060819
• Nikkaji Number: J95.608B
• Wikipedia: 3-Bromopyridine
• Wikidata: Q223057
• Metabolomics Workbench ID: 57788
• Mol file: 626-55-1.mol

Synonyms:3-bromopyridine

Chemical Property of 3-Bromopyridine

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 2.16mmHg at 25°C
• Melting Point: -27 °C
• Refractive Index: n20/D 1.571(lit.)
• Boiling Point: 168.2 °C at 760 mmHg
• PKA: 2.84(at 25℃)
• Flash Point: 51.7 °C
• PSA: 12.89000
• Density: 1.598 g/cm³
• LogP: 1.84410
• Storage Temp.: Flammables area
• Solubility.: 31g/l
• Water Solubility.: Soluble in water (31 g/L at 20°C).
• XLogP3: 1.6
• 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

3-Bromopyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=CN=C1)Br
• Uses: Pyridine as novel substrate for regioselective oxygenation with aromatic peroxygenase from Agrocybe aegerita. 3-Bromopyridine undergoes lithiation with LDA at low temperatures in the 4-position: Heterocycles, involved in formation of the Grignard by Mg exchange with i-PrMgCl and in transmetallation of the lithiated derivative with zinc chloride followed by treatment with an electrophile as a route to 4-substituted 3-bromopyridines.

Technology Process of 3-Bromopyridine

There total 61 articles about 3-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: 99.0%

bis(3-pyridyl)mercury (20738-78-7) → 3-Bromopyridine (626-55-1,163928-56-1)

Guidance literature:

With bromine; In nitrobenzene; at 120 ℃; for 2h;

DOI:10.1021/jo00167a027

Reference yield: 94.0%

3-bromopyridine N-oxide (2402-97-3) → 3-Bromopyridine (626-55-1,163928-56-1)

Guidance literature:

With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI); In N,N-dimethyl acetamide; at 130 ℃; chemoselective reaction; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201700071

Reference yield: 91.0%

pyridine (110-86-1) → 3-Bromopyridine (626-55-1,163928-56-1)

Guidance literature:

With N-octylquinolinium tribromide; at 20 ℃; for 4h;

upstream raw materials:

pyridine

pyridin-3-ylamine

3,5-dibromopyridine

pyrrole

Downstream raw materials:

3-ethoxypyridine

3,3'-dibromo-1,1'-(2-hydroxy-propanediyl)-bis-pyridinium; dibromide

3-bromo-1-decyl-pyridinium; iodide

3-bromo-1-(2-cyclohexyl-ethyl)-pyridinium; bromide

Refernces

• 1、 -. "Synthesis method of 3-bromopyridine". Paragraph 0017-0024. . Retrieved 2020/05/05.
• 2、 Dong, Zaizai,Fang, Xiaohong,Kou, Xiaolong,Tan, Weihong,Tang, Xiao-Jun,Wu, Yayun,Zhang, Zhen,Zhao, Rong,Zhou, Wei. "Photorelease of Pyridines Using a Metal-Free Photoremovable Protecting Group". supporting information. p. 18386 - 18389. Retrieved 2020/08/24.