3-Chloro-2-methylpyridine

Base Information

• Chemical Name: 3-Chloro-2-methylpyridine
• CAS No.: 72093-03-9
• Molecular Formula: C6H6ClN
• Molecular Weight: 127.573
• Hs Code.: 2933399090
• European Community (EC) Number: 675-785-1
• DSSTox Substance ID: DTXSID00376459
• Nikkaji Number: J3.087.605I
• Wikidata: Q72454867
• Mol file: 72093-03-9.mol

Synonyms:3-chloro-2-methylpyridine;72093-03-9;MFCD04114121;3-Chloro-2-picoline;3-chloro-2-methyl-pyridine;Pyridine, 3-chloro-2-methyl-;Methylpyridinchlorid;SCHEMBL111141;PotassiumN-methyldithiocarbamate;DTXSID00376459;AKOS006295148;AB17903;AM62479;CS-W003156;AC-23062;SY013090;TS-01675;FT-0649129;EN300-88416;A837420;J-512204

Chemical Property of 3-Chloro-2-methylpyridine

Chemical Property:

• Vapor Pressure: 3.72mmHg at 25°C
• Refractive Index: 1.526
• Boiling Point: 156.5 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 60.2 °C
• PSA: 12.89000
• Density: 1.15 g/cm³
• LogP: 2.04340
• 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: 127.0188769
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=N1)Cl

Technology Process of 3-Chloro-2-methylpyridine

There total 9 articles about 3-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: 89.0%

2-methyl-3-pyridinamine (3430-10-2) → 3-chloro-2-methylpyridine (72093-03-9)

Guidance literature:

With hydrogenchloride; nitric acid; trichlorophosphate; In water; at 20 - 25 ℃;

Reference yield: 77.0%

2,3-dichloro-pyridine (2402-77-9) + methylmagnesium bromide (75-16-1) → 3-chloro-2-methylpyridine (72093-03-9)

Guidance literature:

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

DOI:10.1021/ol401508u

Reference yield: 63.0%

N-(3-chloro-2-methyl-2H-pyridin-1-yl)-N-methyl-benzamidine → 3-chloro-2-methylpyridine (72093-03-9)

Guidance literature:

N-(3-chloro-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

upstream raw materials:

3-chloro-2-methyl-6-pyridinecarboxylic acid

3-Chloropyridine

3-chloro-2,6-dimethylpyridine N-oxide

3-chloro-6-formyl-2-methylpyridine

Downstream raw materials:

3-chloropyridine-2-carboxylic acid

3-((3-chloropyridin-2-yl)methyl)-5-methylcyclohexanone

(3-((3-chloropyridin-2-yl)methyl)-5-methylcyclohex-1-enyloxy)trimethylsilane

3-chloropyridine-2-carboxaldehyde

Refernces

• 1、 Malhotra, Sushant,Seng, Pamela S.,Koenig, Stefan G.,Deese, Alan J.,Ford, Kevin A.. "Chemoselective sp 2-sp3 cross-couplings: Iron-catalyzed alkyl transfer to dihaloaromatics". supporting information. p. 3698 - 3701. Retrieved 2013/08/23.
• 2、 Ban-Oganowska, Hanna,Talik, Tadeusz. "THE REARRANGEMENT OF 3-CHLORO- AND 3-BROMO-2,6-DIMETHYLPYRIDINE N-OXIDE UNDER THE ACTION OF ACETIC ANHYDRIDE". . p. 289 - 295. Retrieved 2007/10/02.