Lot numbers can be found on the outside label of a product:
9-Ethynylanthracene
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CAS No. 13752-40-4
- Cat. No. CS-0609537
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 13752-40-4
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General Information
- CAS No. 13752-40-4
- Cat. No. CS-0609537
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₀
- Molecular Weight 202.25
- Synonym(s) 9-ETHYNYL-ANTHRACENE
- SMILES C#CC1=C2C=CC=CC2=CC3=CC=CC=C13
Description
9-Ethynylanthracene is a highly reactive alkyne-functionalized polycyclic aromatic hydrocarbon, featuring a terminal ethynyl group at the 9-position of anthracene. This configuration enables efficient copper-catalyzed coupling reactions, particularly in Sonogashira and click chemistry applications. The extended π-system imparts strong fluorescence and facilitates electronic communication in conjugated architectures. Bench-stable under inert conditions, it serves as a robust building block for advanced materials and molecular scaffolds.
Application
9-Ethynylanthracene serves as a versatile building block in synthetic organic chemistry, enabling efficient access to conjugated π-systems via palladium-catalyzed coupling reactions. Its terminal alkyne functionality exhibits excellent stability under standard bench conditions and demonstrates broad compatibility with functional groups, facilitating straightforward purification and integration into complex molecular architectures. This compound functions effectively in Sonogashira couplings and is widely employed for constructing extended aromatic frameworks relevant to materials science and advanced heterocyclic synthesis.
Synthesis
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Route1
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In-stock
1564-64-3 - ~%
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In-stock
13752-40-4
References
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Hyacinth, Marilise; Chruszcz, Maksymilian; Lee, Ki Sung; Sabat, Michal; Gao, Ge; Pu, Lin Angewandte Chemie - International Edition, 2006 , vol. 45, # 32 p. 5358 - 5360
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Route2
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In-stock
784-04-3 - ~%
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In-stock
13752-40-4
References
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Okamoto,Y. et al. Journal of Organic Chemistry, 1972 , vol. 37, p. 3185 - 3187
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Route3
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In-stock
22362-86-3 - ~%
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In-stock
13752-40-4
References
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Zhao, Zujin; Yu, Shuqiang; Xu, Lei; Wang, Hongbo; Lu, Ping Tetrahedron, 2007 , vol. 63, # 33 p. 7809 - 7815
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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-H312-H332
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 3.9743
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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