Lot numbers can be found on the outside label of a product:
2,6-Diethynylpyridine
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CAS No. 75867-46-8
- Cat. No. CS-0439128
- Purity≥98%
- MDL No.MFCD09039127
*For research and further manufacturing use only, not for direct human use.
Structure of 75867-46-8
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General Information
- CAS No. 75867-46-8
- Cat. No. CS-0439128
- Purity ≥98%
- MDL No. MFCD09039127
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₅N
- Molecular Weight 127.14
- Synonym(s) 2,6-Bis(ethynyl)pyridine
- SMILES C#CC1=CC=CC(C#C)=N1
Description
2,6-Diethynylpyridine features two ethynyl groups positioned at the 2- and 6-positions of a pyridine ring, creating a rigid, electron-deficient scaffold ideal for conjugated systems. This arrangement enables efficient coupling in transition-metal-catalyzed reactions, delivering stable, planar architectures in organic semiconductors and coordination polymers.
Application
2,6-Diethynylpyridine serves as a versatile building block for constructing conjugated architectures and heterocyclic scaffolds. Its dual ethynyl groups enable efficient copper-catalyzed coupling reactions, facilitating the assembly of extended π-systems with high regiocontrol. The molecule exhibits excellent bench stability and compatibility with common functional groups, making it well-suited for modular synthesis in organic electronics and medicinal chemistry applications.
Synthesis
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Route1
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75867-44-6 - ~93%
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In-stock
75867-46-8
References
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Brunet, Ernesto; Juanes, Olga; Jimenez, Laura; Rodriguez-Ubis, Juan Carlos Tetrahedron Letters, 2009 , vol. 50, # 38 p. 5361 - 5363
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Route2
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In-stock
626-05-1 -
1066-54-2 - ~76%
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In-stock
75867-46-8
References
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Leininger, Stefan; Schmitz, Marion; Stang, Peter J. Organic Letters, 1999 , vol. 1, # 12 p. 1921 - 1923
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Route3
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In-stock
626-05-1
- ~%
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In-stock
75867-46-8
References
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Kijima, Masashi; Oda, Takayuki; Yamazaki, Takahisa; Tazaki, Yasunori; Nakamura, Junji Chemistry Letters, 2006 , vol. 35, # 8 p. 844 - 845
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Safety Information
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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-P363-P501
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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 1.0442
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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