55422-79-2

Basic information

• Product Name: 2,6-bis(chloromethyl)pyridine
• Synonyms: 2,6-BIS(CHLOROMETHYL)PYRIDINE;Nsc244971;2,6-Dichloro-3-methylpyridine hydrochloride;2,6-Bis-(Chloromethyl)-pyridine HCL
• CAS NO: 55422-79-2
• Molecular Formula: C₇H₇Cl₂N*ClH
• Molecular Weight: 176.04
• Mol File: 55422-79-2.mol

Chemical Properties

• Boiling Point: 286.8 °C at 760 mmHg
• Flash Point: 127.2 °C
• Appearance: /
• Density: 1.275 g/cm3
• Vapor Pressure: 0.00197mmHg at 25°C
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2,6-bis(chloromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(chloromethyl)pyridine(55422-79-2)
• EPA Substance Registry System: 2,6-bis(chloromethyl)pyridine(55422-79-2)

Safety Data

• Hazardous Substances Data: 55422-79-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,6-bis(chloromethyl)pyridine serves as a reagent in organic synthesis, facilitating the preparation of a wide array of chemical compounds. Its unique structure allows for versatile reactions, making it a valuable component in the creation of new molecules.
Used in Pharmaceutical Synthesis:
As a precursor, 2,6-bis(chloromethyl)pyridine is instrumental in the synthesis of pharmaceuticals. Its role in the development of new drugs is significant, given its ability to contribute to the formation of complex molecular structures that can address various medical needs.
Used in Pesticide Production:
In the agricultural sector, 2,6-bis(chloromethyl)pyridine is utilized in the production of pesticides. Its chemical properties make it a suitable candidate for the creation of compounds that can effectively control pests and protect crops.
Used in Industrial Chemical Synthesis:
Beyond pharmaceuticals and pesticides, 2,6-bis(chloromethyl)pyridine is also a precursor in the synthesis of other industrial chemicals. Its applications are broad, spanning across different industries that rely on specialized chemical compounds for their processes.
It is crucial to handle 2,6-bis(chloromethyl)pyridine with care due to its toxic nature and potential to cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be implemented during its use to mitigate any adverse effects.

InChI:InChI=1/C7H7Cl2N.ClH/c8-4-6-2-1-3-7(5-9)10-6;/h1-3H,4-5H2;1H

Upstream product

• 63071-12-5 (6-methoxy-pyridin-2-yl)-methanol 
• 1195-59-1 2.6-bis(hydroxymethyl)pyridine 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 108-48-5 2,6-dimethylpyridine 

Downstream Products

• 628308-52-1 2-{[6-(chloromethyl)pyridin-2-yl]methyl}isoindoline-1,3-dione 
• 90719-78-1 2,6-bis{[(pyrid-2-ylmethyl)(tosyl)amino]methyl}pyridine 

Relevant articles and documents

Preparation method of 2,6-chloromethylpyridine hydrochloride (by machine translation)

The invention belongs to the field, of organic synthesis, and particularly relates to 2,6 -chloromethylpyridine hydrochloride, preparation method :(1), which comprises the following steps 2,6 - reacting,dimethylaminopyridine as a raw material 2,6 - to prepare ;(2)2,6 -picolinic acid dimethyl 2,6 -picolinic acid dimethyl ;(3)2,6 -pyridine dimethanol and thionyl chloride to obtain a target product 2,6 -dichloromethylpyridine dihydrochloride with methanol in an acidic condition ;(4)2,6 - The method comprises the following steps: reacting 2,6 - with a commonly-used chemical raw material containing a pyridine ring and methanol in an acidic condition. The method disclosed by the invention is suitable for industrial, production : (by machine translation)

A 2, 6 - dichloro methyl pyridine hydrochloride preparation method (by machine translation)

The invention belongs to the field of organic synthesis, in particular relates to a 2, 6 - dichloro methyl pyridine hydrochloride of the preparation method, the method comprises the following steps: (1) to 2, 6 - lutidine as a raw material, preparation 2, 6 - pyridine dicarboxylic acid; (2) 2, 6 - pyridine dicarboxylic acid with methanol under acidic conditions to produce the 2, 6 - pyridine dicarboxylic acid dimethyl ester; (3) 2, 6 - pyridine dicarboxylic acid dimethyl ester is reduced to 2, 6 - pyridine-methanol; (4) 2, 6 - pyridine-methanol with thionyl chloride reaction to obtain the target product 2, 6 - dichloro methyl pyridine hydrochloride. The beneficial effect of the invention is: the invention adopts the commonly used chemical raw materials containing a pyridine [...] reaction, reaction steps is small, low cost, low toxicity, high yield, it is suitable for industrial production. (by machine translation)

Synthesis and characterization of PY2- and TPA-appended diphenylglycoluril receptors and their bis-CuI complexes

A number of metallohosts mimicking dinuclear copper oxygenases have been designed and synthesized. These metallohosts combine a substrate binding site, i.e. the diphenylglycoluril basket receptor, with two types of metal-binding ligands, viz. tri-coordinating bis(2-ethylpyridine)amine (PY2) and tetra-coordinating tris(2-methylpyridine)amine (TPA). The preparation of the bis-CuI complexes of the ligand-appended receptors and their characterization by NMR are reported. NMR spectroscopic data provide evidence for a dynamic inclusion behavior of some of the pyridine moieties in the receptor of both the metal-free ligands and the CuI complexes. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

General approach for template-directed synthesis of macroheterocycles by ring-closing metathesis (RCM)

A general method to prepare macroheterocycles is reported in which a rigid symmetric platinated tris-pincer tricationic complex (3) is used as a template. The system uses bisolefin functionalized pyridine ligands (1, 2) which selectively bind to the three platinum centers of the template resulting in pre-organization of the olefinic tails. By subjecting these pre-organized complexes (4) to olefin metathesis reaction conditions, the olefinic tails were interconnected affording several macroheterocycles of different compositions and sizes. Various pyridines with different substitution patterns (2,6- and 3,5-disubstituted) and different olefinic tails (aliphatic, polyether, and styryl) were synthesized and used in the cyclization reactions, showing the diversity of this method. It was found that only the use of 2,6-disubstituted pyridines resulted in the formation of the desired macrocycles while 3,5-difunctionalized pyridines gave only pyridinophane formation. Furthermore, the length of the olefinic tails needs to be at least eleven atoms (C or O) in order to suppress oligomerization in favor of macrocycle formation. Yields of up to 70% of the macrocycles were obtained using the first-generation [Cl 2(Cy3P)2Ru=CHPh] or second-generation [Cl 2(Cy3P)(IMeS)Ru=CHPh] Grubbs' catalysts. Reactions of the platinated pincer pyridines with Schrock Mo-based metathesis catalysts results in exclusive olefin isomerization and no productive metathesis. The generated macrocycles (hosts) could effectively be separated from the template by addition of aqueous sodium chloride and reattached to the (recycled) template (guest). The X-ray structure determination of host-guest complex 10 is the definite proof for this reattachment and the perfect cyclic structure of the macrocycle.

S,S'-bis(pyridylmethyl)-carbonodithioates

S,S'-bis(pyridylmethyl)-carbonodithioates and derivatives thereof have utility in the treatment of rheumatoid arthritis. The compound useful in the method of treatment is prepared from known pyridine derivatives and, principally, from pyridoxine and related compounds.