Lot numbers can be found on the outside label of a product:
3-Methyloxazolidine-2,5-dione
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CAS No. 5840-76-6
- Cat. No. CS-0109855
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 5840-76-6
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General Information
- CAS No. 5840-76-6
- Cat. No. CS-0109855
- Purity ≥95%
- MDL No. None
- Storage 4°C, stored under nitrogen, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₅NO₃
- Molecular Weight 115.09
- Synonym(s) 3-Methyl-2,5-oxazolidine-dione
- SMILES O=C(N(C)C1)OC1=O
Description
3-Methyloxazolidine-2,5-dione is a bench-stable, moisture-tolerant heterocyclic diacid anhydride featuring a fused oxazolidine ring. This electrophilic scaffold enables direct incorporation into peptide couplings and polymer architectures, offering enhanced solubility in polar aprotic solvents. Its sterically hindered structure facilitates selective derivatization under mild conditions.
Application
3-Methyloxazolidine-2,5-dione serves as a stable, bench-ready dienophile in Diels-Alder reactions, enabling efficient construction of functionalized cyclohexene scaffolds. Its well-defined reactivity and compatibility with diverse dienes facilitate rapid access to complex carbocyclic and heterocyclic architectures. The molecule exhibits excellent functional group tolerance and simplifies purification due to its crystalline nature and predictable reaction profile, making it a practical choice for synthetic and medicinal chemistry workflows.
Synthesis
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Route1
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In-stock
13734-36-6 - ~99%
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In-stock
5840-76-6
References
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Akssira; Boumzebra; Kasmi; Dahdouh; Roumestant; Viallefont Tetrahedron, 1994 , vol. 50, # 30 p. 9051 - 9060
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Route2
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In-stock
107-97-1 -
32315-10-9 - ~74%
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In-stock
5840-76-6
References
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Fetsch, Corinna; Grossmann, Arlett; Holz, Lisa; Nawroth, Jonas F.; Luxenhofer, Robert Macromolecules, 2011 , vol. 44, # 17 p. 6746 - 6758
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Route3
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In-stock
107-97-1
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503-38-8
- ~66%
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In-stock
5840-76-6
References
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Birke, Alexander; Huesmann, David; Kelsch, Annette; Weilbaecher, Martin; Xie, Jing; Bros, Matthias; Bopp, Tobias; Becker, Christian; Landfester, Katharina; Barz, Matthias Biomacromolecules, 2014 , vol. 15, # 2 p. 548 - 557
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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-P280-P304+P340-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.61
- LogP -0.405
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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