Lot numbers can be found on the outside label of a product:
N-Acetoacetylmorpholine
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CAS No. 16695-54-8
- Cat. No. CS-0206693
- Purity≥98%
- MDL No.MFCD00059774
*For research and further manufacturing use only, not for direct human use.
Structure of 16695-54-8
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General Information
- CAS No. 16695-54-8
- Cat. No. CS-0206693
- Purity ≥98%
- MDL No. MFCD00059774
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₃NO₃
- Molecular Weight 171.19
- Synonym(s) 4-(1,3-Dioxobutyl)morpholine
- SMILES CC(=O)CC(=O)N1CCOCC1
Description
N-Acetoacetylmorpholine features a reactive acetoacetyl group appended to the nitrogen of morpholine, enabling efficient conjugation in synthetic transformations. This versatile scaffold integrates readily into molecular architectures requiring site-specific functionalization under mild conditions. The molecule exhibits enhanced solubility in organic media and maintains stability during standard handling procedures.
Application
N-Acetoacetylmorpholine serves as a versatile building block in synthetic organic chemistry, enabling efficient access to β-ketoamine derivatives through its reactive acetoacetyl group. Its morpholine scaffold offers excellent solubility and functional group tolerance, facilitating downstream transformations in medicinal chemistry and process development. The compound exhibits good bench stability and simplifies purification due to its well-defined polarity profile, making it suitable for scale-up applications.
Synthesis
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Route1
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110-91-8 -
674-82-8
- ~78%
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In-stock
16695-54-8
References
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Vifor (International) AG; Bark, Thomas; Buhr, Wilm; Burckhardt, Susanna; Burgert, Michael; Canclini, Camillo; Dürrenberger, Franz; Funk, Felix; Geisser, Peter; Kalogerakis, Aris; Mayer, Simona; Philipp, Erik; Reim, Stefan; Sieber, Diana; Schmitt, Jörg; Schwarz, Katrin Patent: US2013/109662 A1, 2013 ; Location in patent: Paragraph 0375; 0376; 0377; 0378; 0379; 0380 ;
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Route2
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110-91-8
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In-stock
141-97-9 - ~94%
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In-stock
16695-54-8
References
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Allais, Christophe; Lieby-Muller, Frederic; Rodriguez, Jean; Constantieux, Thierry European Journal of Organic Chemistry, 2013 , # 19 p. 4131 - 4145
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Route3
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110-91-8
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In-stock
105-45-3 - ~96%
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In-stock
16695-54-8
References
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Allais, Christophe; Constantieux, Thierry; Rodriguez, Jean Chemistry - A European Journal, 2009 , vol. 15, # 47 p. 12945 - 12948
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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 46.61
- LogP -0.1757
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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