2-Bromo-6-methylpyridine

Base Information

• Chemical Name: 2-Bromo-6-methylpyridine
• CAS No.: 5315-25-3
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.024
• Hs Code.: 29333990
• European Community (EC) Number: 226-173-4
• DSSTox Substance ID: DTXSID70201229
• Nikkaji Number: J297.999C
• Wikidata: Q72447830
• Mol file: 5315-25-3.mol

Synonyms:2-Bromo-6-methylpyridine;5315-25-3;2-Bromo-6-picoline;6-Bromo-2-picoline;6-bromo-2-methylpyridine;2-Bromo-6-Methyl Pyridine;2-bromo-6-methyl-pyridine;Pyridine, 2-bromo-6-methyl-;MFCD00040743;EINECS 226-173-4;AI3-62420;2-Bromo-6-Methy Pyridine;2-brom-6-methylpyridin;6-bromopicoline;6-methyl-2-bromopyridine;SCHEMBL103431;DTXSID70201229;2-Bromo-6-methylpyridine, 98%;BCP21092;AKOS005255682;AB01812;AC-2547;CS-W002190;PS-5747;SY001968;A7738;AM20070038;B2114;FT-0601471;FT-0659700;EN300-75230;J-400277;2-bromo-6-methylpyridine;2-BROMO-6-METHYL-PYRIDINE;F0001-1369;Z600403652

Chemical Property of 2-Bromo-6-methylpyridine

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 0.562mmHg at 25°C
• Refractive Index: n20/D 1.562(lit.)
• Boiling Point: 199.5 °C at 760 mmHg
• PKA: 1.51±0.10(Predicted)
• Flash Point: 74.4 °C
• PSA: 25.78000
• Density: 1.494 g/cm³
• LogP: 1.54750
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, Ethyl Aceate
• Water Solubility.: Soluble in chloroform, ethyl aceate. Not miscible or difficult to mix with water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 170.96836
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-2-picoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)Br
• Uses: 2-Bromo-6-methylpyridine is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds. 2-Bromo-6-methylpyridine may be used in the synthesis of the following:6,6′-dimethyl-2,2′-bipyridine6-methyl-2-pyridyl-2-pyridylmethanone2-methyl-6-(trimethylsilyl)-pyridineN,N′-bis-(6-methylpyrid-2-yl)-(1R,2R)-1,2- diaminocyclohexane (cydiampy)2-methyl-6-(trimethylstannanyl)pyridine2-(6-methylpyridin-2-yl)propan-2-olbis[(2-bromo-6-methylpyridinium)hexafluorosilicate] monohydrate

Technology Process of 2-Bromo-6-methylpyridine

There total 13 articles about 2-Bromo-6-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: 95.0%

2-Amino-6-methylpyridine (1824-81-3) → 2-bromo-6-methylpyridine (5315-25-3)

Guidance literature:

2-Amino-6-methylpyridine; With hydrogen bromide; bromine; at -10 - -5 ℃; for 1.5h;

With sodium nitrite; In water; at -10 - -5 ℃; for 1.5h;

With sodium hydroxide; In water; at -10 ℃;

DOI:10.1016/j.molstruc.2020.128796

Reference yield: 59.0%

2,6-Dibromopyridine (626-05-1) + methyllithium (917-54-4) → 2-bromo-6-methylpyridine (5315-25-3)

Guidance literature:

In diethyl ether; at -25 - 0 ℃; for 4h;

DOI:10.3891/acta.chem.scand.50-0316

Reference yield: 47.0%

6-chloro-2-picoline (18368-63-3) → 2-bromo-6-methylpyridine (5315-25-3)

Guidance literature:

With trimethylsilyl bromide; In various solvent(s); for 100h; Heating;

DOI:10.1002/1099-0690(200212)2002:24<4181::AID-EJOC4181>3.0.CO;2-M

upstream raw materials:

2-Amino-6-methylpyridine

6-hydroxy-2-methylpyridine

2,6-Dibromopyridine

methyllithium

Downstream raw materials:

1-(6-methylpyridin-2-yl)piperazine

2-hexyloxy-6-methyl-pyridine

2-methoxy-6-methyl-pyridine

6-methyl-2-ethoxypyridine

Refernces

• 1、 Hatano, Mayuka,Inomata, Tomohiko,Kawai, Yuya,Kitagawa, Takuma,Masuda, Hideki,Matsunaga, Ayaka,Ozawa, Tomohiro,Wasada-Tsutsui, Yuko. "Synthesis and physico-chemical properties of homoleptic copper(I) complexes with asymmetric ligands as a dssc dye". supporting information. . Retrieved 2021/11/27.
• 2、 Zhang, Xitao,Feng, Xiujuan,Zhang, Haixia,Yamamoto, Yoshinori,Bao, Ming. "Transition-metal-free decarboxylative halogenation of 2-picolinic acids with dihalomethane under oxygen conditions". supporting information. p. 5565 - 5570. Retrieved 2019/10/22.