Lot numbers can be found on the outside label of a product:
4-Chloro-2-methoxyquinoline
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CAS No. 4295-05-0
- Cat. No. CS-0150208
- Purity≥97%
- MDL No.MFCD18254961
*For research and further manufacturing use only, not for direct human use.
Structure of 4295-05-0
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General Information
- CAS No. 4295-05-0
- Cat. No. CS-0150208
- Purity ≥97%
- MDL No. MFCD18254961
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈ClNO
- Molecular Weight 193.63
- Synonym(s) 4-chloro-2-methoxy-quinoline
- SMILES COC1=NC2=CC=CC=C2C(=C1)Cl
Description
4-Chloro-2-methoxyquinoline is a heterocyclic compound featuring a quinoline core functionalized with chlorine at the 4-position and a methoxy group at the 2-position. This combination imparts enhanced electron-withdrawing character and improved solubility in organic solvents, enabling its use as a key intermediate in medicinal chemistry and materials science. The molecule exhibits stability under standard conditions and serves as a scaffold for coupling reactions.
Application
4-Chloro-2-methoxyquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloro group. The methoxy substituent enhances solubility and modulates electronic properties, while the quinoline core provides structural rigidity and π-conjugation. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex heterocyclic scaffolds.
Synthesis
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Route1
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4295-09-4 -
68-12-2 - ~%
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In-stock
4295-05-0
References
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Blade; Robert J.; Peek; Robert J.; Cockerill; George S. Patent: US5114940 A1, 1992 ;
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Route2
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124-41-4
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In-stock
703-61-7 - ~83%
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In-stock
4295-05-0
References
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INTERVET INTERNATIONAL B.V.; BERGER, Michael; KERN, Christopher; ECK, Marko; SCHROeDER, Joerg Patent: WO2012/41873 A1, 2012 ; Location in patent: Page/Page column 89 ;
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Route3
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74857-00-4
- ~53%
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In-stock
20146-59-2 -
In-stock
4295-05-0
References
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Shichiri; Funakoshi; Saeki; Hamana Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 2 p. 493 - 499
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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-P330-P362+P364-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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