405418

2,6-Bis(chloromethyl)pyridine

99%

• Synonym(s): α,α′-Dichloro-2,6-lutidine
• Empirical Formula (Hill Notation): C₇H₇Cl₂N
• CAS Number: 3099-28-3
• Molecular Weight: 176.04
• Beilstein/REAXYS Number: 116355
• MDL number: MFCD00142844
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865315
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 99%
• form: solid
• mp: 73-78 °C (lit.)
• functional group: chloro
• SMILES string: ClCc1cccc(CCl)n1
• InChI: 1S/C7H7Cl2N/c8-4-6-2-1-3-7(5-9)10-6/h1-3H,4-5H2
• InChI key: IWQNFYRJSVJWQA-UHFFFAOYSA-N

Description

General description

2,6-Bis(chloromethyl)pyridine is a heterocyclic building block for the synthesis of a variety of pyridine derivatives. It coordinates with metal ions through N-atom to form complexes. The conformational flexibility of the bromomethyl arms makes it an ideal choice for the generation of macrocycles. 2,6-bis(chloromethyl)pyridine crystals are monoclinic with space group P2₁/c.[1] Its synthesis has been reported.[2] The FT-IR and FT-Raman spectra of 2,6-bis(chloromethyl)pyridine (BCMP) have been recorded in the regions 4000-400cm^-1 and 3500-100cm^-1, respectively.[3]

Application

2,6-Bis(chloromethyl)pyridine may be used in the following studies:

• Synthesis of a sensitive fluorescent chemosensor for Hg²⁺, composed of two aminonaphthalimide fluorophores and a receptor of 2,6-bis(aminomethyl)pyridine.[4]
• Preparation of carbene pincer ligands, required for the preparation of palladium pincer carbene complex.[5]
• Synthesis of 2-(di-tert-butylphosphinomethyl)-6-diethylaminomethyl)pyridine, PNN ligand.[6]

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H315,H318,H335
• pcodes: P261 - P280 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves