2-Bromo-5-methylpyridine

Base Information

• Chemical Name: 2-Bromo-5-methylpyridine
• CAS No.: 3510-66-5
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.024
• Hs Code.: 29333999
• European Community (EC) Number: 609-062-9
• DSSTox Substance ID: DTXSID50188600
• Nikkaji Number: J236.669J
• Mol file: 3510-66-5.mol

Synonyms:2-Bromo-5-methylpyridine;3510-66-5;2-Bromo-5-picoline;6-Bromo-3-picoline;2-bromo-5-methyl-pyridine;Pyridine, 2-bromo-5-methyl-;2-Bromo-5-Methyl Pyridine;MFCD00209553;pyridine, 2-bromo-5-methyl;5-METHYL-2-BROMOPYRIDINE;2-bromo5-methylpyridine;bromo-5-methyl pyridine;2-bromo-5-methylpyridin;2-bromo-5methyl-pyridine;6-bromo-3-methylpyridine;2-bromo -5-methylpyridine;2-bromo-5 methyl-pyridine;2-Bromo-5-Methy Pyridine;2-bromanyl-5-methyl-pyridine;SCHEMBL189127;DTXSID50188600;2-Bromo-5-methylpyridine, 98%;BCP22147;AKOS005206804;AC-2426;CS-W007353;FG-0495;PB17145;SY001056;AM20051108;B2113;FT-0611504;EN300-73429;A822569;Q-101490;Z415645054

Chemical Property of 2-Bromo-5-methylpyridine

Chemical Property:

• Appearance/Colour: light brown solid
• Vapor Pressure: 0.183mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: 1.553
• Boiling Point: 218.7 °C at 760 mmHg
• PKA: 1.08±0.10(Predicted)
• Flash Point: 86.1 °C
• PSA: 12.89000
• Density: 1.494 g/cm³
• LogP: 2.15250
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Dimethyl Sulfoxide, Methanol,
• XLogP3: 2.4
• 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

2-Bromo-5-picoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)Br
• Uses: 2-Bromo-5-methylpyridine is used for preparation of [[(triazolylmethyl)pyridyl]phenyl]tetrazoles and related compounds as cardiovascular agents. 2-Bromo-5-methylpyridine has been used as starting reagent for the synthesis of:5,5′-dimethyl-2,2′-bipyridine5-methyl-2,2′:6′,2″-terpyridine5-bromo-5″-methyl-2,2′:6′,2″-terpyridine

Technology Process of 2-Bromo-5-methylpyridine

There total 13 articles about 2-Bromo-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: 93.0%

(5-methyl-pyridin-2-yl)amine (1603-41-4) → 2-Bromo-5-methylpyridine (3510-66-5)

Guidance literature:

With hydrogen bromide; bromine; sodium nitrite; 1.) -20 deg C, 90 min; 2.) 15 deg C, 1 h 45 min;

DOI:10.1055/s-1994-25411

Reference yield: 75.0%

(5-methyl-pyridin-2-yl)amine (1603-41-4) → 2-Bromo-5-methylpyridine (3510-66-5) + 3-[4-(5-methylpyrid-2-yl)piperazin-1-yl]methyl-1H-pyrrolo[2,3-b]pyridine

Guidance literature:

With sodium hydroxide; bromine; sodium nitrite; In water; hydrogen bromide;

Reference yield: 65.0%

3-Methylpyridine (108-99-6) → 2-Bromo-5-methylpyridine (3510-66-5)

Guidance literature:

3-Methylpyridine; With n-butyllithium; lithium 2-(dimethylamino)ethanolate; In hexane; at 0 ℃; for 1h;

With carbon tetrabromide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Further stages.;

DOI:10.1039/b001690j

upstream raw materials:

(5-methyl-pyridin-2-yl)amine

5-methyl-pyridin-2-ol

3-Methylpyridine

6-hydroxy-3-methylpicolinic acid

Downstream raw materials:

5-methyl-2-(prop-1-yn-1-yl)pyridine

5-methyl-2-(4-chlorophenyl)pyridine

5-methylpicolinonitrile

2-bromo-5-bromomethylpyridine

Refernces

• 1、 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.
• 2、 Golesorkhi, Bahman,Guénée, Laure,Nozary, Homayoun,Fürstenberg, Alexandre,Suffren, Yan,Eliseeva, Svetlana V.,Petoud, Stéphane,Hauser, Andreas,Piguet, Claude. "Thermodynamic Programming of Erbium(III) Coordination Complexes for Dual Visible/Near-Infrared Luminescence". supporting information. p. 13158 - 13169. Retrieved 2018/09/11.