You are here:
2,5-Dichloropyrazine
2,5-Dichloropyrazine (CAS 19745-07-4) is a strategically symmetric dihalogenated pyrazine scaffold engineered for heterocyclic diversification, pharmaceutical intermediate synthesis, and agrochemical development. This molecule integrates an electron-deficient pyrazine core—a six-membered aromatic diazine ring with nitrogen atoms at para positions (1,4)—with two chlorine substituents at the C2 and C5 positions. The 2,5-substitution pattern creates a symmetric architecture across the ring center, enabling sequential or simultaneous nucleophilic aromatic substitution (SNAr) or Pd-catalyzed cross-coupling (Suzuki, Buchwald-Hartwig, Stille) at both positions. Compared to vicinal (2,3-) or adjacent (2,6-) dichloropyrazines, the 2,5-isomer offers distinct electronic distribution and steric environments, making it particularly valuable for constructing symmetric ligands, fused heterocycles (pyrazino-fused systems), kinase inhibitor cores, and nitrogen-rich materials. The dual chloro handles provide orthogonal reactivity potential when differentiated through controlled substitution, supporting modular synthetic strategies. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to symmetrically functionalized electron-deficient heterocycles.
Property
|
Product Name
|
2,5-Dichloropyrazine
|
|
CAS Number
|
19745-07-4
|
|
Chinese Name
|
2,5-二氯吡嗪
|
|
Synonyms
|
Pyrazine, 2,5-dichloro-; 2,5-Dichloropyrazine; C₄H₂Cl₂N₂ heterocycle; DCP
|
|
Chinese Synonyms
|
2,5-二氯吡嗪; 2,5-位二氯吡嗪; 对称二氯吡嗪
|
|
Molecular Formula
|
C₄H₂Cl₂N₂
|
|
Molecular Weight
|
148.98 g/mol
|
|
Purity
|
≥ 98% (HPLC/GC area normalization)
|
|
Product Category
|
Pharmaceutical Intermediates / Pyrazine Derivatives / Dihalo heterocycles
|
|
Appearance
|
Colorless liquid
|
|
Melting Point
|
~52-54°C (literature reference recommended)
|
|
Storage Conditions
|
Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong bases to avoid premature chloride displacement and from strong oxidizing agents.
|
|
Shelf Life
|
24 months under recommended storage conditions
|
|
Packaging
|
100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
|
|
Applications
|
Kinase inhibitor synthesis, antiviral drug development, agrochemical intermediate synthesis, symmetric ligand construction, heterocyclic library construction (pyrazino-fused systems), sequential functionalization via controlled SNAr
|
|
Reactivity
|
Suitable for nucleophilic aromatic substitution (C2/C5-Cl displacement), Pd-catalyzed cross-coupling (Suzuki, Buchwald-Hartwig), lithiation, electrophilic aromatic substitution at C3/C6, and symmetric/asymmetric derivatization
|
|
Special Note
|
✅ Symmetric Dihalo Scaffold—2,5-substitution offers unique electronic distribution vs. 2,3-/2,6-isomers. Dual activated sites for sequential functionalization. Part of our halogenated pyrazine series.
|
