2,3-Dibromo-5-methylpyridine

Base Information

• Chemical Name: 2,3-Dibromo-5-methylpyridine
• CAS No.: 29232-39-1
• Molecular Formula: C6H5Br2N
• Molecular Weight: 250.92
• Hs Code.: 2933399090
• European Community (EC) Number: 686-907-8
• NSC Number: 142313
• DSSTox Substance ID: DTXSID10301313
• Nikkaji Number: J3.307.991E
• Wikidata: Q72464562
• Mol file: 29232-39-1.mol

Synonyms:2,3-DIBROMO-5-METHYLPYRIDINE;29232-39-1;2,3-Dibromo-5-picoline;Pyridine, 2,3-dibromo-5-methyl-;MFCD04112574;5,6-Dibromo-3-picoline;NSC142313;SCHEMBL762914;2, 3-Dibromo-5-methylpyridine;DTXSID10301313;BZUZAZMAGVFIBS-UHFFFAOYSA-N;BCP22200;CS-B0810;AC-320;2,3-Dibromo-5-methylpyridine, 97%;AKOS015842612;DS-0476;NSC-142313;PS-7472;SY018235;A5470;AM20061718;D5100;FT-0648085;EN300-314696;J-506914

Chemical Property of 2,3-Dibromo-5-methylpyridine

Chemical Property:

• Vapor Pressure: 0.0111mmHg at 25°C
• Melting Point: 53.0 to 57.0 °C
• Refractive Index: 1.593
• Boiling Point: 270.8 °C at 760 mmHg
• PKA: -1.27±0.20(Predicted)
• Flash Point: 117.6 °C
• PSA: 12.89000
• Density: 1.911 g/cm³
• LogP: 2.91500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 250.87682
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dibromo-5-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 20/21/22-36/37/38-41-25
• Safety Statements: 26-36/37/39-45-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N=C1)Br)Br

Technology Process of 2,3-Dibromo-5-methylpyridine

There total 2 articles about 2,3-Dibromo-5-methylpyridine 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: 97.0%

3-bromo-5-methylpyridin-2-amine (17282-00-7) → 2,3-dibromo-5-methylpyridine (29232-39-1)

Guidance literature:

3-bromo-5-methylpyridin-2-amine; With hydrogen bromide; In water;

With bromine; In water; at 0 - 5 ℃; for 0.166667h;

With sodium hydroxide; sodium nitrite; more than 3 stages;

Reference yield: 40.0%

2-methylpropenal (78-85-3,25120-30-3) + dibromoacetonitrile (3252-43-5) → 2,3-dibromo-5-methylpyridine (29232-39-1)

Guidance literature:

With tributylphosphine; copper(l) chloride; In acetonitrile; for 14.5h; Heating;

DOI:10.1021/jo00225a027

Reference yield: 88.0%

2,3-dibromo-5-methylpyridine (29232-39-1) + 4-methylphenylboronic acid (5720-05-8) → 3-bromo-5-methyl-2-(p-tolyl)pyridine

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In methanol; acetonitrile; at 50 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1039/d1ob01674a

upstream raw materials:

2-methylpropenal

dibromoacetonitrile

3-bromo-5-methylpyridin-2-amine

Downstream raw materials:

benzyl 4-(3-bromo-5-methylpyridin-2-yl)piperazine-1-carboxylate

tert-butyl 4-(3-bromo-5-methylpyridin-2-yl)piperazine-1-carboxylate

Refernces

• 1、 Pews, R. Garth,Lysenko, Zenon. "Synthesis of Halogenated Pyridines via the CuCl-Catalyzed Addition of Polyhaloacetonitriles to Olefins". . p. 5115 - 5119. Retrieved 2007/10/02.