Lot numbers can be found on the outside label of a product:
1,4-Diazabicyclo[3.2.2]nonane
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CAS No. 283-38-5
- Cat. No. CS-W003863
- Purity≥95%
- MDL No.MFCD14581694
*For research and further manufacturing use only, not for direct human use.
![1,4-Diazabicyclo[3.2.2]nonane|CS-W003863](https://file.chemscene.com/productPIC/CS-W003863.gif)
Structure of 283-38-5
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General Information
- CAS No. 283-38-5
- Cat. No. CS-W003863
- Purity ≥95%
- MDL No. MFCD14581694
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₄N₂
- Molecular Weight 126.20
- Synonym(s) 1,4-Diazobicylco[3.2.2]nonane
- SMILES C1NC2CCN(C1)CC2
Description
1,4-Diazabicyclo[3.2.2]nonane is a rigid, electron-rich heterocycle featuring two tertiary amine sites in a constrained bicyclic framework. This structure imparts strong basicity and nucleophilicity, enabling efficient catalysis in amidation, esterification, and C–H activation reactions. The molecule exhibits excellent bench stability and solubility in common organic solvents, facilitating straightforward handling in synthetic workflows.
Application
1,4-Diazabicyclo[3.2.2]nonane serves as a versatile, bench-stable organic base in synthetic chemistry, enabling efficient deprotonation and facilitating key transformations such as Mannich reactions, Michael additions, and nucleophilic substitutions. Its rigid bicyclic structure imparts high basicity with minimal nucleophilicity, enhancing selectivity in complex molecule synthesis. Widely used in catalytic systems and as a building block for functionalized heterocycles, it functions effectively in both small-molecule drug discovery and process-scale applications.
Synthesis
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Route1
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![1,4-Diazabicyclo[3.2.2]nonan-3-one|CS-0116768](https://file.chemscene.com/productPIC/CS-0116768.gif)
53619-11-7 - ~97%
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In-stock
283-38-5
References
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Curtis, Michael P.; Bunnelle, William H.; Pagano, Thomas G.; Gopalakrishnan, Murali; Faghih, Ramin Synthetic Communications, 2006 , vol. 36, # 3 p. 321 - 326
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Route2
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35423-17-7 - ~%
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In-stock
283-38-5
References
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NeuroSearch A/S; PETERS, Dan; TIMMERMANN, Daniel, B.; NIELSEN, Elsebet, OEstergaard Patent: WO2012/139925 A1, 2012 ;
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Route3
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1193-65-3 - ~%
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In-stock
283-38-5
References
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NEUROSEARCH A/S; PETERS, Dan; TIMMERMANN, Daniel, B.; NIELSEN, Elsebet, OEstergaard; DYHRING, Tino; AHRING, Philip, K. Patent: WO2011/73296 A1, 2011 ; WO 2011/073296 A1
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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 15.27
- LogP 0.054
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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