2-(Chloromethyl)pyridine

Base Information

• Chemical Name: 2-(Chloromethyl)pyridine
• CAS No.: 4377-33-7
• Molecular Formula: C6H6ClN
• Molecular Weight: 127.573
• Hs Code.: 2933399090
• UNII: 59YW2EH117
• DSSTox Substance ID: DTXSID2043824
• Nikkaji Number: J29.220F
• Wikipedia: 2-Chloromethylpyridine
• Wikidata: Q27146153
• ChEMBL ID: CHEMBL1620152
• Mol file: 4377-33-7.mol

Synonyms:2-chloromethylpyridine;2-chloromethylpyridine hydrochloride;2-CMP

Chemical Property of 2-(Chloromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.873mmHg at 25°C
• Melting Point: 166-173oC
• Refractive Index: 1.53
• Boiling Point: 187.3 °C at 760 mmHg
• PKA: 3.76±0.12(Predicted)
• Flash Point: 83.7 °C
• PSA: 12.89000
• Density: 1.156 g/cm³
• LogP: 1.82040
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 127.0188769
• Heavy Atom Count: 8
• Complexity: 65.5

Purity/Quality:

99%, ^*data from raw suppliers

2-(CHLOROMETHYL)PYRIDINE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)CCl

Technology Process of 2-(Chloromethyl)pyridine

There total 22 articles about 2-(Chloromethyl)pyridine 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: 100.0%

2-Hydroxymethylpyridine (586-98-1) → 2-chloromethylpyridine (4377-33-7)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/acs.joc.9b00871

Reference yield: 100.0%

2-picoline x 1.4 trifluoroacetic acid → 2-chloromethylpyridine (4377-33-7)

Guidance literature:

With chlorine; In trifluoroacetic acid; at 25 - 60 ℃; Product distribution / selectivity; UV-irradiation;

Reference yield: 97.0%

2-chloromethylpyridine hydrochloride (6959-47-3) → 2-chloromethylpyridine (4377-33-7)

Guidance literature:

With sodium hydrogencarbonate; In water;

upstream raw materials:

2-methylpyridine N-oxide

p-toluenesulfonyl chloride

benzene

2-Hydroxymethylpyridine

Downstream raw materials:

1-(2-pyridylmethyl)pyrimidin-2(1H)-one

1,2-bis(pyridin-2-yl)ethane

(S)-2-methoxycarbonyl-1-(2-pyridylmethyl)pyrrolidine

Refernces

• 1、 Radi, Smaail,Tighadouini, Said,Bacquet, Maryse,Degoutin, Stéphanie,Janus, Ludovic,Mabkhot, Yahia N.. "Fabrication and covalent modification of highly chelated hybrid material based on silica-bipyridine framework for efficient adsorption of heavy metals: Isotherms, kinetics and thermodynamics studies". . p. 82505 - 82514. Retrieved 2016.
• 2、 Yan, Yu-Hang,Li, Wenfang,Chen, Wei,Li, Chao,Zhu, Kai-Rong,Deng, Ji,Dai, Qing-Qing,Yang, Ling-Ling,Wang, Zhenling,Li, Guo-Bo. "Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors". . . Retrieved 2021/11/17.
• 3、 De Sousa, Bianca L.,Demuner, Antonio J.,Dos Santos, Marcelo H.,Ferraz, Guilherme O.,Ferreira-Silva, Guilherme A.,Ionta, Marisa,Osorio, Liseth S.,Pilau, Eduardo J.,Silva, Evandro,Vareja?, Eduardo V. V.. "Synthesis of 1,2,3-triazole derivatives of hydnocarpic acid isolated from carpotroche brasiliensis seed oil and evaluation of antiproliferative activity". . p. 2500 - 2510. Retrieved 2020/11/18.