Cas no 186817-80-1 ((2S)-2-Ethylhexyl 2-hydroxypropanoate)

(2S)-2-Ethylhexyl 2-hydroxypropanoate is a chiral ester derivative of 2-hydroxypropanoic acid, characterized by its (2S) stereochemistry and 2-ethylhexyl ester group. This compound is valued for its role as a versatile intermediate in organic synthesis, particularly in the production of optically active compounds. Its chiral center and ester functionality make it suitable for applications in asymmetric synthesis, pharmaceuticals, and specialty chemicals. The 2-ethylhexyl group enhances solubility in nonpolar media, while the hydroxyl group provides a reactive site for further functionalization. The product's well-defined stereochemistry ensures consistency in reactions requiring enantioselectivity. It is typically handled under controlled conditions to preserve its optical purity.
(2S)-2-Ethylhexyl 2-hydroxypropanoate structure
186817-80-1 structure
Product Name:(2S)-2-Ethylhexyl 2-hydroxypropanoate
CAS No:186817-80-1
MF:C11H22O3
MW:202.290584087372
MDL:MFCD23701414
CID:66308
PubChem ID:154073
Update Time:2025-11-02

(2S)-2-Ethylhexyl 2-hydroxypropanoate Chemical and Physical Properties

Names and Identifiers

    • (2S)-2-Ethylhexyl 2-hydroxypropanoate
    • L-(2-ETHYLHEXYL)LACTATE
    • 2-ETHYLHEXYL-L-LACTATE
    • (S)-2-Hydroxypropanoic acid (R,S)-2-ethylhexyl ester
    • 2-Ethylhexyl lactate
    • 2-Ethylhexyl L-lactate
    • 2-ethylhexyl L-lactic acid
    • 2-Ethylhexyl-(S)-lactate
    • L-lactic acid 2-ethylhexyl ester
    • 2-ethyl hexyl lactate
    • CS-0449336
    • 202T4MAV6Y
    • 2-Ethylhexyl L-(+)-lactate
    • EC 606-097-1
    • 2-Ethylhexyl (2S)-2-hydroxypropanoate
    • J-509329
    • 186817-80-1
    • SCHEMBL15437967
    • Q27253403
    • AKOS015915426
    • DTXSID9042334
    • PROPANOIC ACID, 2-HYDROXY-, 2-ETHYLHEXYL ESTER, (1(S))-
    • 2-ethylhexyl (s)-lactate
    • (2S)-2-Ethylhexyl2-hydroxypropanoate
    • Propanoic acid, 2-hydroxy-, 2-ethylhexyl ester, (2S)-
    • UNII-202T4MAV6Y
    • FECDACOUYKFOOP-RGURZIINSA-N
    • MDL: MFCD23701414
    • Inchi: 1S/C11H22O3/c1-4-6-7-10(5-2)8-14-11(13)9(3)12/h9-10,12H,4-8H2,1-3H3/t9-,10?/m0/s1
    • InChI Key: FECDACOUYKFOOP-RGURZIINSA-N
    • SMILES: O(C([C@H](C)O)=O)CC(CC)CCCC

Computed Properties

  • Exact Mass: 202.15700
  • Monoisotopic Mass: 202.156895
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 8
  • Complexity: 157
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.5
  • XLogP3: 3

Experimental Properties

  • Density: 0.954
  • Boiling Point: 243 °C at 760 mmHg
  • Flash Point: 99.2 °C
  • Refractive Index: 1.443
  • PSA: 46.53000
  • LogP: 2.12680

(2S)-2-Ethylhexyl 2-hydroxypropanoate Pricemore >>

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Additional information on (2S)-2-Ethylhexyl 2-hydroxypropanoate

Recent Advances in the Study of (2S)-2-Ethylhexyl 2-hydroxypropanoate (CAS: 186817-80-1) in Chemical Biology and Pharmaceutical Research

The compound (2S)-2-Ethylhexyl 2-hydroxypropanoate (CAS: 186817-80-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug formulation and delivery systems. This chiral ester, known for its unique physicochemical properties, has been the subject of numerous studies aimed at optimizing its synthesis, enhancing its bioavailability, and exploring its potential therapeutic benefits. The following sections provide a comprehensive overview of the latest research findings related to this compound, highlighting its significance in modern pharmaceutical science.

Recent studies have focused on the synthesis and characterization of (2S)-2-Ethylhexyl 2-hydroxypropanoate, with particular emphasis on its enantiomeric purity and stability under various conditions. Researchers have employed advanced chromatographic techniques, such as high-performance liquid chromatography (HPLC) and gas chromatography-mass spectrometry (GC-MS), to ensure the compound's high purity and to monitor its degradation pathways. These efforts are critical for its application in pharmaceutical formulations, where impurities can significantly impact efficacy and safety.

In the realm of drug delivery, (2S)-2-Ethylhexyl 2-hydroxypropanoate has shown promise as an excipient in topical and transdermal formulations. Its ability to enhance skin permeation of active pharmaceutical ingredients (APIs) has been demonstrated in several preclinical studies. For instance, a 2023 study published in the Journal of Controlled Release reported that formulations containing this compound significantly improved the delivery of hydrophobic drugs through the stratum corneum, making it a valuable component in dermatological and cosmetic applications.

Beyond its role in drug delivery, (2S)-2-Ethylhexyl 2-hydroxypropanoate has also been investigated for its potential anti-inflammatory and antioxidant properties. In vitro studies have revealed that the compound can modulate key inflammatory pathways, such as the NF-κB signaling cascade, suggesting its utility in treating chronic inflammatory conditions. Additionally, its antioxidant activity has been linked to the scavenging of reactive oxygen species (ROS), which are implicated in various degenerative diseases.

Despite these promising findings, challenges remain in the large-scale production and regulatory approval of (2S)-2-Ethylhexyl 2-hydroxypropanoate. Current research is addressing these issues by exploring greener synthetic routes and conducting comprehensive toxicity studies to ensure its safety for human use. Collaborative efforts between academia and industry are expected to accelerate the translation of these discoveries into clinically viable products.

In conclusion, (2S)-2-Ethylhexyl 2-hydroxypropanoate (CAS: 186817-80-1) represents a compound of significant interest in chemical biology and pharmaceutical research. Its multifaceted applications, from drug delivery to therapeutic potential, underscore its importance in advancing modern medicine. Continued research and development efforts will be essential to fully realize its benefits and overcome existing challenges.

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