3-Bromo-5-chloropyridine

Base Information

• Chemical Name: 3-Bromo-5-chloropyridine
• CAS No.: 73583-39-8
• Molecular Formula: C5H3BrClN
• Molecular Weight: 192.443
• Hs Code.: 29333990
• Mol file: 73583-39-8.mol

Synonyms:3-BROMO-5-CHLOROPYRIDINE

Chemical Property of 3-Bromo-5-chloropyridine

Chemical Property:

• Vapor Pressure: 0.611mmHg at 25°C
• Melting Point: 80-82 °C
• Refractive Index: 1.581
• Boiling Point: 194.7 °C at 760 mmHg
• PKA: 0.59±0.20(Predicted)
• Flash Point: 71.5 °C
• PSA: 12.89000
• Density: 1.736 g/cm³
• LogP: 2.49750
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-5-chloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Bromo-5-chloropyridine

There total 2 articles about 3-Bromo-5-chloropyridine 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:

2-amino-3-bromo-5-chloropyridine (26163-03-1) → 3-bromo-5-chloropyridine (73583-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrobromic acid; bromine; sodium nitrite / H₂O / -5 - 60 °C

2: 0.81 g / sodium iodide; chlorotrimethylsilane / various solvent(s) / 0.75 h / Heating

With chloro-trimethyl-silane; hydrogen bromide; bromine; sodium iodide; sodium nitrite; In water;

DOI:10.1016/j.tet.2004.09.106

Reference yield:

2,3-dibromo-5-chloro-pyridine (137628-17-2) → 3-bromo-5-chloropyridine (73583-39-8) + 3-bromo-5-chloro-2-iodopyridine (823221-97-2)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In various solvent(s); for 0.75h; Heating;

DOI:10.1016/j.tet.2004.09.106

Reference yield: 98.0%

3-bromo-5-chloropyridine (73583-39-8) + 4-iodo-biphenyl (1591-31-7) → C17H11BrClN

Guidance literature:

With potassium carbonate; Tri(p-tolyl)phosphine; silver carbonate; palladium dichloride; In water; toluene; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01613

upstream raw materials:

2,3-dibromo-5-chloro-pyridine

2-amino-3-bromo-5-chloropyridine

Downstream raw materials:

3-bromo-5-chloropyridine-4-carbaldehyde

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

ethyl 3-bromo-5-chloropyridine-4-carboxylate

2-chloro-4-(5-chloro-4-hydroxymethyl-pyridin-3-yl)-benzonitrile

Refernces