Lot numbers can be found on the outside label of a product:
Triacetonamine
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CAS No. 826-36-8
- Cat. No. CS-0016419
- Purity≥98%
- MDL No.MFCD00005975
*For research and further manufacturing use only, not for direct human use.
Structure of 826-36-8
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General Information
- CAS No. 826-36-8
- Cat. No. CS-0016419
- Purity ≥98%
- MDL No. MFCD00005975
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₇NO
- Molecular Weight 155.24
- Synonym(s) 2,2,6,6-Tetramethyl-4-piperidone
- SMILES O=C1CC(C)(C)NC(C)(C)C1
Description
Triacetonamine features a tertiary amine core flanked by three acetone-derived groups, delivering exceptional solubility in polar organic solvents and stability under standard bench conditions. This structure enables efficient coordination in transition metal catalysis and serves as a robust scaffold for synthetic transformations involving carbonyl activation or enolate formation.
Application
Triacetonamine serves as a stable, bench-friendly nitrogen source in organic synthesis, enabling efficient construction of heterocyclic scaffolds. Its tertiary amine functionality facilitates electrophilic substitution and acts as a key precursor in the formation of pyrrolidine- and piperidine-based frameworks. The molecule exhibits excellent functional group tolerance and simplifies purification due to its low volatility and crystalline nature, making it well-suited for scalable applications in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
504-20-1 - ~98%
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In-stock
826-36-8
References
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Frolow, Olga; Bode, Bela E.; Engels, Joachim W. Nucleosides, Nucleotides and Nucleic Acids, 2007 , vol. 26, # 6-7 p. 655 - 659
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Route2
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67-64-1 - ~32%
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In-stock
826-36-8
References
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Zakrzewski, Jerzy; Krawczyk, Maria Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 1 p. 514 - 516
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Route3
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In-stock
5554-54-1 - ~80%
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In-stock
826-36-8
References
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Belostotskii, Anatoly M.; Gottlieb, Hugo E.; Aped, Pinchas Chemistry - A European Journal, 2002 , vol. 8, # 13 p. 3016 - 3026
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 3263
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Class : 8
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Packing Group : Ⅱ
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Hazard Statements : H290-H302-H314-H317-H412
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Precautionary Statements : P234-P260-P261-P264-P270-P272-P273-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P390-P405-P406-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.1
- LogP 1.4961
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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