Lot numbers can be found on the outside label of a product:
4-Chloro-6-methoxyquinoline
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CAS No. 4295-04-9
- Cat. No. CS-W006421
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 4295-04-9
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General Information
- CAS No. 4295-04-9
- Cat. No. CS-W006421
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈ClNO
- Molecular Weight 193.63
- Synonym(s) 6-Methoxy-4-chloro quinoline
- SMILES COC1=CC=C2N=CC=C(Cl)C2=C1
Description
4-Chloro-6-methoxyquinoline is a heterocyclic compound featuring a quinoline core with strategically positioned electron-withdrawing chlorine and electron-donating methoxy groups. This combination enhances its utility in transition metal-catalyzed cross-coupling reactions, where the substituents modulate reactivity and selectivity. The molecule exhibits good stability under standard conditions and serves as a key building block in medicinal chemistry and materials science applications.
Application
4-Chloro-6-methoxyquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloro substituent. The methoxy group enhances solubility and modulates electronic properties, while the quinoline core provides structural rigidity and π-conjugation. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of heterocyclic scaffolds and functionalized aromatic systems.
Synthesis
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Route1
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In-stock
23432-39-5 - ~%
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In-stock
4295-04-9
References
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Journal of the American Chemical Society, , vol. 68, p. 2685 Zhurnal Obshchei Khimii, , vol. 13, p. 697,700 Chem.Abstr., , p. 704 US2719848 , ;
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Route2
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In-stock
13788-72-2 - ~43%
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In-stock
4295-04-9
References
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KIRIN BEER KABUSHIKI KAISHA Patent: EP1724268 A1, 2006 ; Location in patent: Page/Page column 42 ;
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Route3
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6563-13-9 - ~9%
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In-stock
13676-02-3 -
In-stock
4295-04-9
References
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Organic Letters, , vol. 15, # 4 p. 792 - 795
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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 22.12
- LogP 2.8968
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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