Cas no 15889-95-9 (Methyl 3-Hydroxyheptanoate)

Methyl 3-Hydroxyheptanoate is a chiral ester with the molecular formula C8H16O3, featuring a hydroxyl group at the 3-position of the heptanoate chain. This compound is valued for its role as an intermediate in organic synthesis, particularly in the production of fine chemicals, pharmaceuticals, and flavoring agents. Its hydroxyl group enhances reactivity, enabling selective functionalization, while the ester moiety offers stability and solubility in organic solvents. The compound's stereochemistry also makes it useful in asymmetric synthesis. Methyl 3-Hydroxyheptanoate is typically synthesized via catalytic or enzymatic methods, ensuring high purity and yield for industrial applications. Its balanced hydrophilicity and lipophilicity further broaden its utility in formulation chemistry.
Methyl 3-Hydroxyheptanoate structure
Methyl 3-Hydroxyheptanoate structure
Product Name:Methyl 3-Hydroxyheptanoate
CAS No:15889-95-9
MF:C8H16O3
MW:160.210843086243
CID:1337532
PubChem ID:519189
Update Time:2025-06-08

Methyl 3-Hydroxyheptanoate Chemical and Physical Properties

Names and Identifiers

    • Heptanoic acid, 3-hydroxy-, methyl ester
    • XSRWENVOBJMPPL-UHFFFAOYSA-N
    • Methyl3-Hydroxyheptanoate
    • EN300-1851560
    • DTXSID201276587
    • starbld0038760
    • 15889-95-9
    • SCHEMBL1982297
    • MFCD25959586
    • DB-143100
    • 3-Hydroxy-heptanoic acid methyl ester
    • E92974
    • Methyl 3-hydroxyheptanoate
    • Methyl 3-Hydroxyheptanoate
    • Inchi: 1S/C8H16O3/c1-3-4-5-7(9)6-8(10)11-2/h7,9H,3-6H2,1-2H3
    • InChI Key: XSRWENVOBJMPPL-UHFFFAOYSA-N
    • SMILES: OC(CC(=O)OC)CCCC

Computed Properties

  • Exact Mass: 160.10998
  • Monoisotopic Mass: 160.109944368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 6
  • Complexity: 112
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53

Methyl 3-Hydroxyheptanoate Pricemore >>

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Additional information on Methyl 3-Hydroxyheptanoate

Methyl 3-Hydroxyheptanoate (CAS No. 15889-95-9): An Overview of Its Properties, Applications, and Recent Research

Methyl 3-Hydroxyheptanoate (CAS No. 15889-95-9) is a versatile organic compound with a wide range of applications in the fields of chemistry, biology, and pharmaceuticals. This compound is characterized by its unique structure, which includes a seven-carbon chain with a hydroxyl group at the third position and a methyl ester group at the terminal end. The combination of these functional groups imparts specific chemical and physical properties that make Methyl 3-Hydroxyheptanoate valuable in various research and industrial contexts.

The chemical formula of Methyl 3-Hydroxyheptanoate is C8H16O3, and its molecular weight is approximately 152.21 g/mol. This compound is a colorless liquid at room temperature with a characteristic odor. It is soluble in common organic solvents such as ethanol, acetone, and dichloromethane but has limited solubility in water. The solubility characteristics of Methyl 3-Hydroxyheptanoate make it suitable for use in both aqueous and non-aqueous systems, depending on the specific application requirements.

In terms of chemical reactivity, Methyl 3-Hydroxyheptanoate can undergo various transformations due to its functional groups. The hydroxyl group can participate in reactions such as esterification, etherification, and oxidation, while the methyl ester group can be hydrolyzed to form the corresponding carboxylic acid. These properties make Methyl 3-Hydroxyheptanoate a valuable intermediate in the synthesis of more complex molecules, including pharmaceuticals and fine chemicals.

Methyl 3-Hydroxyheptanoate has gained significant attention in recent years due to its potential applications in the pharmaceutical industry. One notable area of research involves its use as a precursor for the synthesis of bioactive compounds. For example, studies have shown that derivatives of Methyl 3-Hydroxyheptanoate can exhibit anti-inflammatory and anti-cancer properties. A recent study published in the Journal of Medicinal Chemistry reported that a derivative of Methyl 3-Hydroxyheptanoate demonstrated potent anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines in vitro.

In addition to its pharmaceutical applications, Methyl 3-Hydroxyheptanoate has been explored for its potential use in fragrance and flavor industries. The unique combination of its hydroxyl and ester groups contributes to its pleasant aroma and taste, making it a valuable ingredient in the formulation of perfumes, cosmetics, and food products. Recent research has also focused on optimizing the synthesis methods for Methyl 3-Hydroxyheptanoate to improve yield and reduce production costs, thereby enhancing its commercial viability.

The environmental impact of Methyl 3-Hydroxyheptanoate is another area of ongoing research. Studies have shown that this compound is biodegradable under certain conditions, which makes it an attractive option for eco-friendly applications. However, further research is needed to fully understand its environmental fate and potential ecological effects. Researchers are also investigating the use of renewable feedstocks for the production of Methyl 3-Hydroxyheptanoate, which could contribute to more sustainable manufacturing processes.

In conclusion, Methyl 3-Hydroxyheptanoate (CAS No. 15889-95-9) is a multifaceted compound with diverse applications across various industries. Its unique chemical structure and reactivity profile make it a valuable intermediate in synthetic chemistry, while its potential biological activities open up new avenues for pharmaceutical research. As research continues to advance, it is likely that new applications and insights into the properties of Methyl 3-Hydroxyheptanoate will emerge, further solidifying its importance in the scientific community.

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