Lot numbers can be found on the outside label of a product:
8-Acetylquinoline
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CAS No. 56234-20-9
- Cat. No. CS-0130490
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 56234-20-9
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General Information
- CAS No. 56234-20-9
- Cat. No. CS-0130490
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₉NO
- Molecular Weight 171.20
- Synonym(s) 1-(quinolin-8-yl)ethanone
- SMILES O=C(C)C1=C2N=CC=CC2=CC=C1
Description
8-Acetylquinoline features a quinoline core functionalized with an acetyl group at the 8-position, delivering enhanced solubility and reactivity in transition metal-catalyzed couplings. This electron-deficient heterocycle serves as a key building block in medicinal chemistry and materials science, enabling efficient access to complex molecular architectures through direct C–H functionalization.
Application
8-Acetylquinoline serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the quinoline core via electrophilic substitution or conjugate addition. Its acetyl group provides a handle for further transformations, including enolization, oxidation, or coupling reactions, while maintaining stability under standard reaction conditions. The molecule exhibits good solubility and ease of purification, making it well-suited for medicinal chemistry campaigns and heterocyclic scaffold elaboration.
Synthesis
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Route1
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917-64-6 -
628711-56-8
- ~83%
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In-stock
56234-20-9
References
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AMGEN INC. Patent: WO2003/99776 A1, 2003 ; Location in patent: Page 100 ;
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Route2
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111-34-2
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In-stock
108530-08-1 - ~65%
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In-stock
56234-20-9
References
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Legros, Jean-Yves; Primault, Gaelle; Fiaud, Jean-Claude Tetrahedron, 2001 , vol. 57, # 13 p. 2507 - 2514
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Route3
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551-93-9 -
In-stock
56-81-5 - ~79%
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In-stock
56234-20-9
References
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Wang, Jingjing; Chen, Weiqiang; Zuo, Sujing; Liu, Lu; Zhang, Xinrui; Wang, Jianhui Angewandte Chemie - International Edition, 2012 , vol. 51, # 49 p. 12334 - 12338 Angew. Chem., 2012 , vol. 124, # 49 p. 12500 - 12504,5
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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 29.96
- LogP 2.4374
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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