Lot numbers can be found on the outside label of a product:
1,4-Diformylpiperazine
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CAS No. 4164-39-0
- Cat. No. CS-0155228
- Purity≥98%
- MDL No.MFCD00006153
*For research and further manufacturing use only, not for direct human use.
Structure of 4164-39-0
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General Information
- CAS No. 4164-39-0
- Cat. No. CS-0155228
- Purity ≥98%
- MDL No. MFCD00006153
- Storage -20°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₀N₂O₂
- Molecular Weight 142.16
- Synonym(s) piperazine-1,4-dicarbaldehyde
- SMILES C1CN(CCN1C=O)C=O
Description
1,4-Diformylpiperazine features two aldehyde groups at opposite positions on a piperazine ring, enabling bifunctional coupling in synthetic transformations. This rigid, electron-deficient scaffold facilitates efficient conjugation in peptide derivatization and polymer functionalization under standard conditions.
Application
1,4-Diformylpiperazine serves as a versatile bifunctional building block in synthetic chemistry, enabling efficient construction of heterocyclic scaffolds and macrocyclic architectures. Its two aldehyde groups offer orthogonal reactivity for imine formation, reductive amination, or oxime coupling, facilitating the synthesis of complex molecular frameworks. The piperazine core provides enhanced solubility and metabolic stability, making it valuable in medicinal chemistry lead optimization. Bench-stable and readily purified by recrystallization, it functions reliably in standard reaction conditions across diverse synthetic workflows.
Synthesis
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Route1
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7542-23-6 - ~85%
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In-stock
4164-39-0
References
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Deutsche Gold- und Silber-Scheideanstalt vormals Roessler Patent: US4059589 A1, 1977 ;
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Route2
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110-85-0
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124-38-9
- ~78%
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In-stock
4164-39-0
References
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Cui, Xinjiang; Zhang, Yan; Deng, Youquan; Shi, Feng Chemical Communications, 2014 , vol. 50, # 2 p. 189 - 191
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Route3
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110-85-0
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64-18-6
- ~99%
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In-stock
4164-39-0
References
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Khoramabadi-zad, Ahmad; Veisi, Hojat; Akbari, Safar-Ali; Shiri, Azam Journal of the Chinese Chemical Society, 2007 , vol. 54, # 2 p. 479 - 481
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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-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 40.62
- LogP -1.0832
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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