Lot numbers can be found on the outside label of a product:
2,4-Dichloro-3-nitropyridine
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CAS No. 5975-12-2
- Cat. No. CS-B0103
- Purity≥97%
- MDL No.MFCD09261088
*For research and further manufacturing use only, not for direct human use.
Structure of 5975-12-2
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General Information
- CAS No. 5975-12-2
- Cat. No. CS-B0103
- Purity ≥97%
- MDL No. MFCD09261088
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₂Cl₂N₂O₂
- Molecular Weight 192.99
- Synonym(s) T6NJ BG CNW DG [WLN]; 2,4-Dichloro-3-nitropyridine
- SMILES ClC1=NC=CC(Cl)=C1[N+]([O-])=O
Description
2,4-Dichloro-3-nitropyridine features a pyridine core bearing two chlorine substituents at the 2- and 4-positions and a nitro group at the 3-position. This electron-deficient heterocycle serves as a pivotal scaffold for constructing complex nitrogen-containing architectures. The strategic placement of halogen and nitro groups enables selective cross-coupling and nucleophilic substitution reactions under mild conditions. Its bench-stable nature and compatibility with diverse catalytic systems make it a reliable building block in medicinal chemistry and materials synthesis.
Application
2,4-Dichloro-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling and nucleophilic aromatic substitution. Its dual chloro groups exhibit orthogonal reactivity, facilitating sequential functionalization. The nitro group enhances electrophilicity at C3, promoting regioselective transformations under mild conditions. Bench-stable and readily purified by recrystallization, it functions effectively in the construction of advanced intermediates for pharmaceutical and agrochemical development.
Synthesis
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Route1
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In-stock
89282-12-2 - ~95%
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In-stock
5975-12-2
References
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Aventis Pharmaceuticals Products Inc. Patent: US6307054 B1, 2001 ;
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Route2
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In-stock
165547-79-5 - ~90%
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In-stock
5975-12-2
References
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Cleator, Ed; Scott, Jeremy P.; Avalle, Paulo; Bio, Matthew M.; Brewer, Sarah E.; Davies, Antony J.; Gibb, Andrew D.; Sheen, Faye J.; Stewart, Gavin W.; Wallace, Debra J.; Wilson., Robert D. Organic Process Research and Development, 2013 , vol. 17, # 12 p. 1561 - 1567
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Route3
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In-stock
626-03-9 - ~%
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In-stock
5975-12-2
References
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Journal of Medicinal Chemistry, , vol. 43, # 22 p. 4288 - 4312
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 56.03
- LogP 2.2966
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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