Lot numbers can be found on the outside label of a product:
6-Bromo-2-methylquinoline
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CAS No. 877-42-9
- Cat. No. CS-W004107
- Purity≥98%
- MDL No.MFCD00079724
*For research and further manufacturing use only, not for direct human use.
Structure of 877-42-9
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General Information
- CAS No. 877-42-9
- Cat. No. CS-W004107
- Purity ≥98%
- MDL No. MFCD00079724
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₈BrN
- Molecular Weight 222.08
- Synonym(s) 6-Bromoquinaldine; 6-Bromo-2-methylquinoline
- SMILES Brc1ccc2c(c1)ccc(n2)C
Description
6-Bromo-2-methylquinoline is a halogenated quinoline derivative featuring a bromine substituent at the 6-position and a methyl group at the 2-position. This configuration imparts enhanced reactivity in palladium-catalyzed cross-coupling processes, enabling efficient C–C bond formation. The molecule exhibits good stability under standard handling conditions and serves as a key intermediate in the synthesis of functionalized heterocycles for pharmaceutical and materials applications.
Application
6-Bromo-2-methylquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The methyl group at C2 enhances electronic stability and facilitates regioselective functionalization. Its bench-stable nature and compatibility with standard purification methods make it ideal for modular heterocycle assembly in API development and advanced synthetic workflows.
Synthesis
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Route1
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106-40-1 -
123-73-9
- ~88%
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In-stock
877-42-9
References
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Yan, Zhengquan; Xu, Hongyao; Guang, Shanyi; Zhao, Xian; Fan, Weiliu; Liu, Xiang Yang Advanced Functional Materials, 2012 , vol. 22, # 2 p. 345 - 352
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Route2
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123-73-9
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106-40-1
- ~90%
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In-stock
877-42-9
References
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Sivaprasad, Ganesabaskaran; Rajesh, Rengasamy; Perumal, Paramasivan T. Tetrahedron Letters, 2006 , vol. 47, # 11 p. 1783 - 1785
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Route3
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50-00-0
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106-40-1
- ~48%
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In-stock
877-42-9
References
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CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; DALKO, Peter; PETIT, Morgane; OGDEN, David; ACHER, Francine Patent: WO2011/86469 A1, 2011 ; Location in patent: Page/Page column 24-25 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07,GHS08
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H302-H315-H317-H318-H334-H335
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Precautionary Statements : P261-P261-P264-P280-P280-P302+P352-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 3.30572
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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