4-Chloro-2-methylpyridine

Base Information

• Chemical Name: 4-Chloro-2-methylpyridine
• CAS No.: 3678-63-5
• Molecular Formula: C6H6ClN
• Molecular Weight: 127.573
• Hs Code.: 2933399090
• European Community (EC) Number: 670-331-9
• DSSTox Substance ID: DTXSID40342395
• Nikkaji Number: J651.682C
• Wikidata: Q72457751
• Mol file: 3678-63-5.mol

Synonyms:4-Chloro-2-picoline;4-Chloro-2-methylpyridine;3678-63-5;4-Chloro-2-methyl-pyridine;2-methyl-4-chloropyridine;Pyridine, 4-chloro-2-methyl-;MFCD00038833;p-chloropicoline;4-chloropicoline;4-chloro-2-picolin;4 -chloro-2 -picoline;4-Chloro-2-methylpyridine #;SCHEMBL104762;4-chloranyl-2-methyl-pyridine;DTXSID40342395;BCP22103;AKOS006222255;AB01756;AC-6249;CS-W007979;PS-4560;SY010438;AM20051118;FT-0602824;M2284;EN300-82540;A823369;W-202519

Chemical Property of 4-Chloro-2-methylpyridine

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 2.7mmHg at 25°C
• Refractive Index: 1.526
• Boiling Point: 163.5 °C at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 65.6 °C
• PSA: 12.89000
• Density: 1.15 g/cm³
• LogP: 2.04340
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 127.0188769
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CC(=C1)Cl
• Uses: 4-Chloro-2-picoline (cas# 3678-63-5) is a compound useful in organic synthesis.

Technology Process of 4-Chloro-2-methylpyridine

There total 3 articles about 4-Chloro-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: 76.0%

2,4-dichloropyridine (26452-80-2) + methylmagnesium bromide (75-16-1) → 2-chloro-4-picoline (3678-62-4) + 4-chIoro-2-methylpyridine (3678-63-5)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol401508u

Reference yield:

2-methylpyridine N-oxide (931-19-1) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3) → 6-chloro-2-picoline (18368-63-3) + 4-chIoro-2-methylpyridine (3678-63-5) + 2-chloromethylpyridine (4377-33-7)

Guidance literature:

at 150 ℃;

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 4-chIoro-2-methylpyridine (3678-63-5)

Guidance literature:

With hydrogenchloride; at 160 ℃; Erwaermen des Reaktionsprodukts mit Essigsaeure und Eisen-Pulver;

upstream raw materials:

2-methyl-4-nitropyridine N-oxide

2-methylpyridine N-oxide

trichlorophosphate

2,4-dichloropyridine

Downstream raw materials:

2-Methyl-4-hydroxypyridine

N-benzyl-2-methylpyridin-4-amine

4-Mercapto-2-methyl-pyridin

2-(bromomethyl)-4-chloropyridine

Refernces