2-Chloro-5-chloromethylpyridine

Base Information

• Chemical Name: 2-Chloro-5-chloromethylpyridine
• CAS No.: 70258-18-3
• Molecular Formula: C6H5Cl2N
• Molecular Weight: 162.018
• Hs Code.: 29333999
• European Community (EC) Number: 454-800-3,615-091-8
• DSSTox Substance ID: DTXSID50220498
• Nikkaji Number: J468.113D
• Wikidata: Q72517749
• Mol file: 70258-18-3.mol

Synonyms:2-Chloro-5-(chloromethyl)pyridine;Pyridine, 2-chloro-5-(chloromethyl)-;

Chemical Property of 2-Chloro-5-chloromethylpyridine

Chemical Property:

• Appearance/Colour: beige moist crystals
• Vapor Pressure: 0.177mmHg at 25°C
• Melting Point: 37-42 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 249.8 °C at 760 mmHg
• PKA: -0.75±0.10(Predicted)
• Flash Point: 129 °C
• PSA: 12.89000
• Density: 1.324 g/cm³
• LogP: 2.47380
• Storage Temp.: Refrigerator
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.9799046
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

99.99% ^*data from raw suppliers

2-Chloro-5-(chloromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi, F
• Hazard Codes: C,Xi,F
• Statements: 22-34-36-10
• Safety Statements: 26-36/37/39-45-25-36-16

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=NC=C1CCl)Cl
• Description: 2-Chloro-5-chloromethylpyridine is used for the synthesis of various pharmaceutical compounds. It can also be used for the synthesis of new neonicotinoid compounds1, having insecticidal activity. It is the raw material of pesticide products such as imidacloprid, acetamiprid as well as bactericide and herbicide2,3.
• Uses: 2-Chloro-5-(chloromethyl)pyridine is used for the synthesis of various pharmaceutical compounds. It can also be used for the synthesis of new neonicotinoid compounds.

Technology Process of 2-Chloro-5-chloromethylpyridine

There total 22 articles about 2-Chloro-5-chloromethylpyridine 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: 97.0%

2,-chloro-2-(chloromethyl)-4-cyanobutyraldehyde (150807-86-6) → 2-chloro-5-(chloromethyl)pyridine (70258-18-3)

Guidance literature:

With phosgene; In toluene; at 50 ℃; for 6h; Temperature;

Reference yield: 95.0%

5-(hydroxymethyl)pyridin-2-ol (109205-68-7) → 2-chloro-5-(chloromethyl)pyridine (70258-18-3)

Guidance literature:

With phosphorus pentachloride; In chloroform; water; trichlorophosphate;

Reference yield: 93.5%

2-chloro-5-methylpyridine (18368-64-4) → 2-chloro-5-(chloromethyl)pyridine (70258-18-3)

Guidance literature:

With chlorine; at 115 - 120 ℃; for 5.5h; Temperature;

upstream raw materials:

2-Chloro-5-hydroxymethylpyridine

6-Chloronicotinic acid methyl ester

2-chloro-5-chloromethylpyridine chydrochloride

5-(hydroxymethyl)pyridin-2-ol

Downstream raw materials:

2-chloro-5-(pyrrolidin-1-ylmethyl)pyridine

2-chloro-5-(piperidin-1-ylmethyl)pyridine

1-(6-chloro-pyridin-3-ylmethyl)-2-oxo-cyclohexanecarboxylic acid ethyl ester

N-(6-chloro-3-pyridylmethyl)-2,2-dimethylethylenediamine

Refernces

• 1、 -. "Use of silicon compounds in cyclization reaction". Paragraph 0054; 0099-0120. . Retrieved 2021/06/23.
• 2、 -. "Green synthesis method of 2-chloro-5-chloromethylpyridine". Paragraph 0007; 0018-0023. . Retrieved 2019/12/02.