Lot numbers can be found on the outside label of a product:
2,4-Dichloro-6-nitroquinoline
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CAS No. 408523-59-1
- Cat. No. CS-0155653
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 408523-59-1
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General Information
- CAS No. 408523-59-1
- Cat. No. CS-0155653
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₄Cl₂N₂O₂
- Molecular Weight 243.05
- Synonym(s) 2,4-dichloro-6-nitro-quinoline
- SMILES C1=CC2=NC(=CC(=C2C=C1[N+](=O)[O-])Cl)Cl
Description
2,4-Dichloro-6-nitroquinoline features a rigid quinoline core bearing two chlorine substituents and a nitro group at the 6-position, creating a highly electron-deficient heterocycle. This structural configuration enhances its utility in transition metal-catalyzed cross-coupling reactions and as a fluorophore scaffold in probe development. The molecule exhibits robust stability under standard bench conditions and demonstrates favorable solubility in common organic solvents.
Application
2,4-Dichloro-6-nitroquinoline serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted quinoline scaffolds through palladium-catalyzed cross-coupling reactions. The dichloro and nitro substituents provide orthogonal reactivity for sequential functionalization, while the molecule exhibits good bench stability and ease of purification—key attributes for scalable medicinal chemistry campaigns and API intermediate development.
Synthesis
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Route1
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264260-06-2 - ~%
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In-stock
408523-59-1
References
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MERCK and CO., INC. Patent: WO2006/60390 A1, 2006 ; Location in patent: Page/Page column 32 ; WO 2006/060390 A1
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Route2
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125600-42-2 -
503-38-8 - ~56%
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In-stock
408523-59-1
References
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Lee, Jae Hak; Lee, Byoung Se; Shin, Hyunik; Nam, Do Hyun; Chi, Dae Yoon Synlett, 2006 , # 1 art. no. U27905ST, p. 65 - 68
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Route3
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In-stock
6293-83-0 - ~%
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In-stock
408523-59-1
References
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Lee, Jae Hak; Lee, Byoung Se; Shin, Hyunik; Nam, Do Hyun; Chi, Dae Yoon Synlett, 2006 , # 1 art. no. U27905ST, p. 65 - 68
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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 3.4498
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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