2-Chloro-4-iodopyridine

Specification: Enterprise standard
CAS: 153034-86-7

 

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Basic Information

Product Name: 2-Chloro-4-iodopyridine

Chinese Name: 2-氯-4-碘吡啶

Molecular Formula: C₅H₃ClIN

Molecular Weight: 239.44 g/mol

Structure: A pyridine ring substituted with a chlorine atom at the 2-position and an iodine atom at the 4-position, representing a dihalogenated heteroaromatic compound useful for selective functionalization.


2-Chloro-4-iodopyridine is an important intermediate in organic synthesis, particularly valuable for selective cross-coupling reactions due to the differing reactivity of the chlorine and iodine substituents. This allows for stepwise introduction of various functional groups on the pyridine scaffold, widely applied in pharmaceutical and material chemistry.

 

Main Uses

Pharmaceutical Intermediate

Used for the synthesis of pyridine-containing bioactive molecules and drug candidates.

Selective Cross-Coupling Reactions

Facilitates Suzuki, Sonogashira, and Stille couplings with selective activation of the iodine substituent, while the chlorine can be used in subsequent modifications.

Material Science

Applied in synthesizing heteroaromatic compounds for use in organic electronics and catalysis.

 

Typical Applications

Selective Suzuki Coupling

Enables selective coupling at the iodine site, preserving the chlorine for further functionalization.

Sonogashira Coupling

Supports coupling with terminal alkynes to build conjugated molecular frameworks.

Sequential Functionalization

The differential reactivity of halogens allows stepwise modification strategies in complex molecule synthesis.