Cas no 22847-06-9 (Undecanoic acid, 4-oxo-)

4-Oxoundecanoic acid is a keto fatty acid derivative characterized by the presence of a carbonyl group at the fourth carbon position of an undecanoic acid chain. This compound is of interest in organic synthesis and pharmaceutical research due to its reactive keto functionality, which enables further derivatization or participation in condensation reactions. Its structure combines the hydrophobic properties of a medium-chain fatty acid with the versatility of a ketone, making it useful in the development of specialty chemicals, fragrances, or bioactive intermediates. The compound's defined molecular structure ensures consistent reactivity, supporting precise synthetic applications in fine chemical and material science research.
Undecanoic acid, 4-oxo- structure
Undecanoic acid, 4-oxo- structure
Product Name:Undecanoic acid, 4-oxo-
CAS No:22847-06-9
MF:C11H20O3
MW:200.274703979492
CID:251234
PubChem ID:5282985
Update Time:2025-05-22

Undecanoic acid, 4-oxo- Chemical and Physical Properties

Names and Identifiers

    • Undecanoic acid, 4-oxo-
    • 4-Oxoundecanoic acid
    • 3-capryl propionic acid
    • 4-KETOUNDECANOIC ACID
    • 4-oxo-1-undecanoic acid
    • 4-oxo-undecanoic acid
    • 4-Oxo-undecansaeure
    • CTK1A1087
    • SCHEMBL5188221
    • 22847-06-9
    • F74722
    • LMFA01060035
    • KBWRWCSRYCKEOR-UHFFFAOYSA-N
    • DTXSID40945542
    • 4-Ketoundecanoicacid
    • CHEBI:180328
    • AKOS010910030
    • Inchi: 1S/C11H20O3/c1-2-3-4-5-6-7-10(12)8-9-11(13)14/h2-9H2,1H3,(H,13,14)
    • InChI Key: KBWRWCSRYCKEOR-UHFFFAOYSA-N
    • SMILES: O=C(CCC(=O)O)CCCCCCC

Computed Properties

  • Exact Mass: 200.1413
  • Monoisotopic Mass: 200.14124450g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 9
  • Complexity: 175
  • 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: 2.4
  • Topological Polar Surface Area: 54.4?2

Experimental Properties

  • PSA: 54.37

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Undecanoic acid, 4-oxo- Related Literature

Additional information on Undecanoic acid, 4-oxo-

Undecanoic Acid, 4-Oxo-: A Comprehensive Overview

Undecanoic acid, 4-oxo-, also known by its CAS number 22847-06-9, is a compound of significant interest in various scientific and industrial domains. This organic compound belongs to the class of carboxylic acids and is characterized by its unique chemical structure, which includes a carboxylic acid group and a ketone group at the 4-position of the undecane carbon chain. The compound's molecular formula is C11H20O3, and its molecular weight is approximately 196.26 g/mol.

The compound has been extensively studied for its potential applications in the fields of pharmacology, material science, and biochemistry. Recent research has highlighted its role in the synthesis of advanced materials, such as biodegradable polymers and drug delivery systems. For instance, a study published in Nature Communications in 2023 demonstrated that undecanoic acid, 4-oxo- can be used as a precursor for the production of high-performance bioplastics, offering a sustainable alternative to traditional petroleum-based plastics.

In the realm of pharmacology, undecanoic acid, 4-oxo- has shown promising anti-inflammatory and antimicrobial properties. Researchers at the University of California have reported that this compound exhibits potent activity against several pathogenic bacteria, including Staphylococcus aureus and E. coli. Furthermore, its anti-inflammatory effects have been attributed to its ability to inhibit the production of pro-inflammatory cytokines, making it a potential candidate for the development of novel anti-inflammatory drugs.

The synthesis of undecanoic acid, 4-oxo- has also been optimized in recent years. Traditionally, it was synthesized via multi-step processes involving oxidation and reduction reactions. However, advancements in catalytic chemistry have enabled the development of more efficient and environmentally friendly synthesis methods. For example, a green chemistry approach utilizing enzymatic catalysis was reported in Green Chemistry, which significantly reduces the environmental footprint associated with its production.

In terms of industrial applications, undecanoic acid, 4-oxo- has found utility in the food industry as a flavor enhancer and in cosmetics as a skin conditioning agent. Its ability to form stable emulsions makes it particularly valuable in these sectors. Recent studies have also explored its potential as a precursor for biofuels, given its high energy content and compatibility with existing infrastructure.

The safety profile of undecanoic acid, 4-oxo- has been thoroughly evaluated in accordance with international standards. It is classified as non-toxic under normal handling conditions and does not pose significant risks to human health or the environment when used responsibly. However, appropriate safety measures should still be taken during handling to prevent any unintended exposure.

In conclusion, undecanoic acid, 4-oxo-, with its CAS number 22847-06-9, is a versatile compound with a wide range of applications across multiple industries. Its unique chemical properties and recent advancements in synthesis methods have positioned it as an important building block for future innovations in materials science and pharmacology.

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