Lot numbers can be found on the outside label of a product:
2,3,4,5-Tetraphenylcyclopenta-2,4-dien-1-one
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CAS No. 479-33-4
- Cat. No. CS-0072157
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 479-33-4
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General Information
- CAS No. 479-33-4
- Cat. No. CS-0072157
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₉H₂₀O
- Molecular Weight 384.47
- Synonym(s) Tetraphenylcyclopentadienone
- SMILES O=C1C(C2=CC=CC=C2)=C(C3=CC=CC=C3)C(C4=CC=CC=C4)=C1C5=CC=CC=C5
Description
This cyclopentadienone scaffold features four phenyl substituents that enhance π-conjugation and steric protection, stabilizing the reactive enone system. The ortho-quinoid resonance structure imparts electron-deficient character, enabling use in Diels-Alder reactions and transition-metal-catalyzed coupling processes under standard bench conditions.
Application
2,3,4,5-Tetraphenylcyclopenta-2,4-dien-1-one serves as a versatile building block in organic synthesis, enabling access to complex polycyclic architectures through Diels-Alder reactions and subsequent functionalization. Its rigid, planar structure and conjugated enone system offer predictable reactivity, facilitating efficient transformations under mild conditions. The molecule exhibits good bench stability and is compatible with a range of functional groups, making it valuable for the construction of fused heterocycles and advanced intermediates in medicinal chemistry workflows.
Synthesis
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References
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LG CHEM, LTD. Patent: WO2007/105884 A1, 2007 ; Location in patent: Page/Page column 32 ;
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Route2
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201230-82-2 -
78479-61-5
- ~70%
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In-stock
479-33-4
References
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Luo, Qian; Wang, Chao; Zhang, Wen-Xiong; Xi, Zhenfeng Chemical Communications, 2008 , # 13 p. 1593 - 1595
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Route3
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79-37-8
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In-stock
501-65-5 - ~69%
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In-stock
479-33-4
References
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Chen, Chao; Xi, Chanjuan; Jiang, Yanfeng; Hong, Xiaoyin Journal of the American Chemical Society, 2005 , vol. 127, # 22 p. 8024 - 8025
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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 17.07
- LogP 6.7911
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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