2-Bromo-4-methylpyridine

Base Information

• Chemical Name: 2-Bromo-4-methylpyridine
• CAS No.: 4926-28-7
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.024
• Hs Code.: 29339900
• European Community (EC) Number: 625-590-2
• DSSTox Substance ID: DTXSID00370114
• Nikkaji Number: J432.975I
• Wikidata: Q72447840
• Mol file: 4926-28-7.mol

Synonyms:2-Bromo-4-methylpyridine;4926-28-7;2-Bromo-4-picoline;2-Bromo-4-methyl-pyridine;Pyridine, 2-bromo-4-methyl-;2-Bromo-4-methyl pyridine;MFCD00082590;4-METHYL-2-BROMOPYRIDINE;2-Bromo4-methylpyridine;2-bromo 4-methylpyridine;2-bromo4-methyl-pyridine;2-Brorno-4-methylpyridine;2-bromo-4- methylpyridine;2-Bromo-4-Methy Pyridine;SCHEMBL130232;DTXSID00370114;2-Bromo-4-methylpyridine, 97%;LSZMVESSGLHDJE-UHFFFAOYSA-N;AB2694;BBL100698;STL554492;AKOS005145600;AB03099;AC-2539;CS-W007579;FG-0481;BP-21189;SY001870;A7370;AM20061251;B2112;FT-0611466;EN300-65890;A827689;Q-101488;Z851792570;TETRAFLUORO-2-(HEPTAFLUORO-1-PROPOXY)PROPANOYLCHLORIDE

Chemical Property of 2-Bromo-4-methylpyridine

Chemical Property:

• Appearance/Colour: Colorless to orange oily liquid
• Vapor Pressure: 0.173mmHg at 25°C
• Melting Point: 218 - 228oC
• Refractive Index: n20/D 1.561(lit.)
• Boiling Point: 219.8 °C at 760 mmHg
• PKA: 1.46±0.10(Predicted)
• Flash Point: 86.7 °C
• PSA: 12.89000
• Density: 1.494 g/cm³
• LogP: 2.15250
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol (Slightly)
• 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%min ^*data from raw suppliers

2-Bromo-4-picoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)Br
• Uses: 2-Bromo-4-methylpyridine may be used:in the total synthesis of ocular age pigment A2-E (2 equiv of retinal (vitamin A) and 1 equiv of ethanolamine)in the preparation of methoxy-2-(2-pyridyl)indolesin the preparation of 2-(2′,4′-difluorophenyl)-4-methylpyridine, via a Suzuki coupling reaction with 2,4-difluorophenylboronic acid

Technology Process of 2-Bromo-4-methylpyridine

There total 8 articles about 2-Bromo-4-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: 94.0%

2-Amino-4-methylpyridine (695-34-1) → 2-Bromo-4-picoline (4926-28-7)

Guidance literature:

With hydrogen bromide; bromine; sodium nitrite; In water; at 0 ℃; for 3h;

DOI:10.1016/S0040-4020(02)00411-8

Reference yield: 70.0%

picoline (108-89-4) → 2-Bromo-4-picoline (4926-28-7)

Guidance literature:

picoline; With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In hexane; at 0 ℃; for 1h;

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

DOI:10.1002/ejoc.200300243

Reference yield: 55.0%

picoline (108-89-4) + acetyl hypofluorite (78948-09-1) → 2-Bromo-4-picoline (4926-28-7) + 4-methylpyridin-2-yl acetate (108168-80-5)

Guidance literature:

With 1,1-dibromomethane; Ambient temperature;

DOI:10.1021/jo00022a016

upstream raw materials:

2-Amino-4-methylpyridine

picoline

acetyl hypofluorite

2-hydroksy-4-methyl-pyridine

Downstream raw materials:

2-Cyano-4-methylpyridin

4,4'-dimethyl-2,2'-bipyridines

4-methyl-2,3′-bipyridine

[1-(3,4-dimethoxy-phenethyl)-2-oxo-1,2-dihydro-[4]pyridyl]-acetic acid

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、 -. "Inhibitors of P2X3". Page/Page column 23. . Retrieved 2008/06/13.