5-Bromo-2-chloropyridine

Base Information

• Chemical Name: 5-Bromo-2-chloropyridine
• CAS No.: 53939-30-3
• Molecular Formula: C5H3BrClN
• Molecular Weight: 192.443
• Hs Code.: 29333990
• European Community (EC) Number: 700-053-6
• DSSTox Substance ID: DTXSID80370293
• Nikkaji Number: J1.147.190K
• Wikidata: Q72453371
• Mol file: 53939-30-3.mol

Synonyms:5-Bromo-2-chloropyridine;53939-30-3;2-Chloro-5-bromopyridine;MFCD01318951;PYRIDINE, 5-BROMO-2-CHLORO-;2-chloro-5-bromo-pyridine;5-bromo-2-chloro-pyridine;3-Bromo-6-chloropyridine;2-chloro-5-bromo pyridine;SCHEMBL182768;PEAOEIWYQVXZMB-UHFFFAOYSA-;DTXSID80370293;5-Bromo-2-chloropyridine, 95%;BCP23163;BBL012798;STK688509;AKOS000118107;AB08767;AC-3111;CS-W002767;FG-0471;SY003852;A7836;AM20061294;B2329;BB 0263049;FT-0602344;FT-0651795;EN300-27448;A847802;Q-103383;F0001-1404;Z239604476;InChI=1/C5H3BrClN/c6-4-1-2-5(7)8-3-4/h1-3H

Chemical Property of 5-Bromo-2-chloropyridine

Chemical Property:

• Appearance/Colour: White crystal powder
• Vapor Pressure: 0.313mmHg at 25°C
• Melting Point: 65-69 °C(lit.)
• Refractive Index: 1.581
• Boiling Point: 208.1 °C at 760 mmHg
• PKA: -2.25±0.10(Predicted)
• Flash Point: 79.7 °C
• PSA: 12.89000
• Density: 1.736 g/cm³
• LogP: 2.49750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 190.91374
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-bromopyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)Cl
• Uses: 5-Bromo-2-chloropyridine may be used in the preparation of following compounds: Amino-2-chloropyridine via palladium-catalyzed amination. 5-Bromo-2-fluoropyridine via halogen-exchange reaction using anhydrous potassium fluoride.2-Chloro-5-(2,5-dimethoxyphenyl)pyridine via Suzuki coupling with 2,5-dimethoxyphenylboronic acid.

Technology Process of 5-Bromo-2-chloropyridine

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

3-bromopyridine N-oxide (2402-97-3) → 5-bromo-2-chloropyridine (53939-30-3) + 3-bromo-2-chloropyridine (52200-48-3) + 3-bromo-4-chloropyridine (36953-42-1)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 2h; Yield given. Yields of byproduct given;

Reference yield:

3-bromopyridine N-oxide (2402-97-3) + sulfuryl dichloride (7791-25-5) → 5-bromo-2-chloropyridine (53939-30-3) + 3-bromo-2-chloropyridine (52200-48-3) + 3-bromo-4-chloropyridine (36953-42-1)

Guidance literature:

at 120 ℃;

Reference yield: 99.0%

5-bromo-2-chloropyridine (53939-30-3) + phenylboronic acid (98-80-6) → 2-chloro-5-phenylpyridine (66600-05-3)

Guidance literature:

With potassium phosphate; naphthidine di(radical cation)s-stabilized Pd nanoparticles; In 1,4-dioxane; at 80 ℃; for 5h;

DOI:10.1016/j.tet.2007.10.091

upstream raw materials:

3-bromopyridine N-oxide

sulfuryl dichloride

Downstream raw materials:

5-bromo-2-mercaptopyridine

5-bromo-2-(3,4-dichloro-phenoxy)-pyridine

6-bromotetrazolo[1,5-a] pyridine

6-chloro-3,3'-bipyridine

Refernces