3099-28-3 | 2,6-Bis(chloromethyl)pyridine

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$9.00	$6.00
1g	98%	in stock	$26.00	$18.00
5g	98%	in stock	$110.00	$77.00
25g	98%	in stock	$400.00	$280.00

Description

• Catalog Number: AB42178
• Chemical Name: 2,6-Bis(chloromethyl)pyridine
• CAS Number: 3099-28-3
• Molecular Formula: C7H7Cl2N
• Molecular Weight: 176.0432
• MDL Number: MFCD00142844
• SMILES: ClCc1cccc(n1)CCl
• NSC Number: 244982

Computed Properties

• Complexity: 87.6
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• XLogP3: 1.7

Upstream Synthesis Route

2,6-Bis(chloromethyl)pyridine is a versatile compound that plays a crucial role in chemical synthesis. Due to its unique structure and reactivity, this compound is commonly used as a building block in the creation of various organic compounds. In particular, it is utilized as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals.One of the key applications of 2,6-Bis(chloromethyl)pyridine is in the formation of cross-coupling reactions. Through its chloromethyl groups, this compound can participate in palladium-catalyzed coupling reactions with a wide range of nucleophiles, such as amines, phenols, and thiols. This enables the efficient construction of complex molecules with tailored functionalities and structural motifs.Furthermore, 2,6-Bis(chloromethyl)pyridine can also undergo nucleophilic substitution reactions, where the chloromethyl groups can be replaced with various nucleophiles to introduce new functional groups into the molecule. This versatility makes it a valuable tool for the synthesis of diverse organic compounds with specific properties and applications.Overall, the use of 2,6-Bis(chloromethyl)pyridine in chemical synthesis offers chemists a powerful tool to access a wide range of structurally diverse and functionally complex molecules, making it a valuable component in the toolbox of synthetic chemists.

Literature

• Rotational isomers, density functional theory, vibrational spectroscopic studies, thermodynamic functions, NBO and HOMO-LUMO analyses of 2,6-Bis(chloromethyl)pyridine.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121101

• Synthesis and coordination properties of trifluoromethyl decorated derivatives of 2,6-bis[(diphenylphosphinoyl)methyl]pyridine N-oxide ligands with lanthanide ions.

  Inorganic chemistry 20090406

• Spectroscopic studies on chromium(III), manganese(II), cobalt(II), nickel(II) and copper(II) complexes with hexadentate nitrogen-sulfur donor [N(2)S(4)] macrocyclic ligand.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20081201

• Secondary interactions in the isomorphous compounds 2,6-bis(chloromethyl)pyridinium chloride and 2,6-bis(bromomethyl)pyridinium bromide.

  Acta crystallographica. Section C, Crystal structure communications 20040901

• A highly selective and sensitive fluorescent chemosensor for Hg2+ in neutral buffer aqueous solution.

  Journal of the American Chemical Society 20040303

• Synthesis and coordination properties of new bis(phosphinomethyl)pyridine N,P,P'-trioxides.

  Inorganic chemistry 20010813