3-Bromo-2-methylpyridine

Base Information

• Chemical Name: 3-Bromo-2-methylpyridine
• CAS No.: 38749-79-0
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.024
• Hs Code.: 29333990
• European Community (EC) Number: 625-249-8
• DSSTox Substance ID: DTXSID50360868
• Nikkaji Number: J2.211.319D
• Wikidata: Q72447835
• Mol file: 38749-79-0.mol

Synonyms:3-Bromo-2-methylpyridine;38749-79-0;3-Bromo-2-picoline;2-methyl-3-bromopyridine;3-Bromo-2-methyl-pyridine;PYRIDINE, 3-BROMO-2-METHYL-;MFCD00191224;2-methyl-3-bromo pyridine;3-bromo-2-methyl pyridine;SCHEMBL113672;DTXSID50360868;3-Bromo-2-methylpyridine, 97%;BCP22193;AC-189;BBL101239;GEO-00504;STL555035;AKOS000352333;CS-W002494;HY-W002494;PB27472;PS-3626;SY004393;A6538;AM20051135;B2962;FT-0601314;EN300-68674;AN-584/43273903;Q-101487;F8889-4216

Chemical Property of 3-Bromo-2-methylpyridine

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 1.27mmHg at 25°C
• Refractive Index: 1.5604
• Boiling Point: 179.6 °C at 760 mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 62.4 °C
• PSA: 12.89000
• Density: 1.494 g/cm³
• LogP: 2.15250
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.9
• 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

3-Bromo-2-methylpyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=N1)Br
• Uses: Conversion to the corresponding pyridine carboxaldehyde via peroxide initiated NBS gem-dibromination followed by hydrolysis.

Technology Process of 3-Bromo-2-methylpyridine

There total 5 articles about 3-Bromo-2-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: 57.0%

N-(3-bromo-2-methyl-2H-pyridin-1-yl)-N-methyl-benzamidine → 3-bromo-2-picoline (38749-79-0)

Guidance literature:

N-(3-bromo-2-methyl-2H-pyridin-1-yl)-N-methyl-benzamidine; With manganese triacetate; acetic acid; at 60 ℃; for 2h;

With water; acetic acid; at 80 ℃;

DOI:10.1021/ol048624n

Reference yield: 12.0%

α-picoline (109-06-8) → 3-bromo-2-picoline (38749-79-0)

Guidance literature:

With aluminum (III) chloride; bromine; at 100 ℃; for 1.5h;

Reference yield:

α-picoline (109-06-8) → 5-bromo-2-methylpyridine (3430-13-5) + 3-bromo-2-picoline (38749-79-0)

Guidance literature:

With aluminium trichloride; bromine; at 100 ℃; for 0.5h;

DOI:10.1021/jm00388a022

upstream raw materials:

α-picoline

3-Bromopyridine

Downstream raw materials:

1,1-dimethylethyl (S)-3-methyl-1-(2-methyl-3-pyridinyl)-2-oxo-4-imidazolidinecarboxylate

{4-chloro-2-[(2-methylpyridin-3-yl)ethynyl]phenoxy}acetic acid

2-methyl-3,3'-bipyridine

2-methyl-3-phenylpyridine

Refernces

• 1、 Li, Yuexian,Plesescu, Mihaela,Prakash, Shimoga R.. "Synthesis of C-14 and C-13, H-2-labeled IKK inhibitor: [14C] and [13C4,D3]-N-(6-chloro-7-methoxy-9H-pyrido3,4- blindol-8-yl)-2-methyl-3-pyridinecarboxamide". . p. 789 - 799. Retrieved 2007/10/03.
• 2、 Lemire, Alexandre,Grenon, Michel,Pourashraf, Mehrnaz,Charette, Andre B.. "Nucleophilic addition to 3-substituted pyridinium salts: Expedient syntheses of (-)-L-733,061 and (-)-CP-99,994". . p. 3517 - 3520. Retrieved 2007/10/03.