Cas no 17592-54-0 (2,5-dioxopyrrolidin-1-yl formate)

2,5-Dioxopyrrolidin-1-yl formate is a reactive ester commonly employed as an efficient acylating agent in organic synthesis. Its key advantage lies in its high reactivity toward nucleophiles, particularly amines, enabling mild and selective N-acylation reactions under controlled conditions. The compound’s succinimidyl ester moiety enhances its stability while facilitating clean coupling reactions with minimal side products. It is particularly useful in peptide synthesis and bioconjugation, where its water-soluble byproduct (N-hydroxysuccinimide) simplifies purification. The reagent’s compatibility with a range of functional groups and solvents further enhances its utility in complex molecular transformations. Proper handling under anhydrous conditions is recommended to maintain reactivity.
2,5-dioxopyrrolidin-1-yl formate structure
17592-54-0 structure
Product Name:2,5-dioxopyrrolidin-1-yl formate
CAS No:17592-54-0
MF:C5H5NO4
MW:143.097501516342
MDL:MFCD12924271
CID:1107829
PubChem ID:15930656
Update Time:2025-05-30

2,5-dioxopyrrolidin-1-yl formate Chemical and Physical Properties

Names and Identifiers

    • 1-(formyloxy)-2,5-Pyrrolidinedione
    • 2,5-dioxopyrrolidin-1-yl formate
    • (2,5-dioxopyrrolidin-1-yl) formate
    • N-hydroxysuccinate ester
    • 2,5-dioxopyrrolidin-1-ylformate
    • EN300-267340
    • 2,5-Pyrrolidinedione, 1-(formyloxy)-
    • AT11847
    • HTHSIXDWFKZUGO-UHFFFAOYSA-N
    • 17592-54-0
    • SCHEMBL92806
    • MDL: MFCD12924271
    • Inchi: 1S/C5H5NO4/c7-3-10-6-4(8)1-2-5(6)9/h3H,1-2H2
    • InChI Key: HTHSIXDWFKZUGO-UHFFFAOYSA-N
    • SMILES: O(C=O)N1C(CCC1=O)=O

Computed Properties

  • Exact Mass: 143.02185764g/mol
  • Monoisotopic Mass: 143.02185764g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 172
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.8
  • Topological Polar Surface Area: 63.7?2

2,5-dioxopyrrolidin-1-yl formate Security Information

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$ 64.00 2023-04-18
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$ 115.00 2023-04-18
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Additional information on 2,5-dioxopyrrolidin-1-yl formate

2,5-Dioxopyrrolidin-1-yl Formate: A Comprehensive Overview

The compound with CAS No. 17592-54-0, commonly referred to as 2,5-dioxopyrrolidin-1-yl formate, is a significant molecule in the field of organic chemistry. This compound is classified under the broader category of pyrrolidinone derivatives, which have garnered considerable attention due to their versatile applications in various industries. The structure of 2,5-dioxopyrrolidin-1-yl formate consists of a pyrrolidinone ring substituted with a formate group, making it a valuable intermediate in the synthesis of more complex molecules.

Recent studies have highlighted the potential of pyrrolidinone derivatives in drug discovery, particularly in the development of bioactive compounds. The formate group in 2,5-dioxopyrrolidin-1-yl formate plays a crucial role in its reactivity and functionality. Researchers have explored its use as a building block for constructing bioisosteres, which are molecules that share similar physical and chemical properties with biologically active compounds but differ structurally.

In terms of chemical properties, 2,5-dioxopyrrolidin-1-yl formate exhibits stability under various reaction conditions, making it suitable for large-scale synthesis processes. Its solubility characteristics and thermal stability have been extensively studied, providing valuable insights into its potential applications in pharmaceuticals and agrochemicals.

The application of pyrrolidinone derivatives, including 2,5-dioxopyrrolidin-1-yl formate, in the field of materials science has also been explored. Recent advancements have demonstrated its utility as a precursor for the synthesis of advanced polymers and coatings with enhanced mechanical and thermal properties.

In agricultural sciences, the use of formate esters, such as 2,5-dioxopyrrolidin-1-yl formate, has been investigated for their potential as plant growth regulators and pest control agents. These studies underscore the importance of understanding the molecular interactions and bioavailability of such compounds in natural environments.

Looking ahead, ongoing research into the synthesis and modification of pyrrolidinone derivatives is expected to unlock new opportunities for their application across diverse fields. The integration of computational chemistry techniques with experimental studies is paving the way for the discovery of novel derivatives with enhanced biological activity and selectivity.

In conclusion, CAS No. 17592-54-0 (2,5-dioxopyrrolidin-1-yl formate) stands as a testament to the ingenuity and progress in organic chemistry. Its role as a versatile intermediate continues to inspire researchers to explore its full potential across various domains.

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