Lot numbers can be found on the outside label of a product:
3,6-Di(pyridin-4-yl)-1,2,4,5-tetrazine
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CAS No. 57654-36-1
- Cat. No. CS-0110070
- Purity≥95%
- MDL No.MFCD00129054
*For research and further manufacturing use only, not for direct human use.
Structure of 57654-36-1
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General Information
- CAS No. 57654-36-1
- Cat. No. CS-0110070
- Purity ≥95%
- MDL No. MFCD00129054
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₈N₆
- Molecular Weight 236.24
- Synonym(s) 3,6-Di(4-pyridyl)-1,2,4,5-tetrazine
- SMILES N1=NC(=NN=C1C=2C=CN=CC2)C3=CC=NC=C3
Description
3,6-Di(pyridin-4-yl)-1,2,4,5-tetrazine features a rigid, electron-deficient tetrazine core flanked by pyridyl groups, enabling efficient inverse electron-demand Diels-Alder reactions. This bifunctional scaffold integrates readily into molecular architectures requiring rapid, bioorthogonal ligation under physiological conditions.
Application
3,6-Di(pyridin-4-yl)-1,2,4,5-tetrazine serves as a versatile dienophile in inverse electron-demand Diels-Alder reactions, enabling rapid access to functionalized pyridine-containing heterocycles. Its high reactivity and bench stability facilitate efficient conjugation with electron-rich dienes, making it valuable for constructing complex scaffolds in medicinal chemistry and materials science. The molecule exhibits excellent functional group tolerance and is amenable to purification by standard chromatographic methods.
Synthesis
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Route1
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In-stock
100-48-1 - ~66%
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In-stock
57654-36-1
References
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Bakkali, Hicham; Marie, Cecile; Ly, Akarim; Thobie-Gautier, Christine; Graton, Jerome; Pipelier, Muriel; Sengmany, Stephane; Leonel, Eric; Nedelec, Jean-Yves; Evain, Michel; Dubreuil, Didier European Journal of Organic Chemistry, 2008 , # 12 p. 2156 - 2166
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Route2
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31599-25-4 - ~%
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In-stock
57654-36-1
References
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Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 241, p. 1783
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Route3
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In-stock
100-48-1
- ~1%
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In-stock
57654-36-1
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89830-71-7
References
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EP1186596 A1, ; Page 8, 9 ;
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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 : H315-H319
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Precautionary Statements : P264-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 77.34
- LogP 1.3906
- H_Acceptors 6
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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