Cas no 1336935-05-7 (rac 1-Oleoyl-2-stearoyl-3-chloropropanediol)

Technical Introduction: rac 1-Oleoyl-2-stearoyl-3-chloropropanediol is a structured chloropropanediol derivative featuring oleoyl and stearoyl acyl groups at the sn-1 and sn-2 positions, respectively. This compound is of interest in lipid chemistry research due to its unique functionalization with a chlorine moiety at the sn-3 position, enabling further synthetic modifications. The combination of unsaturated (oleoyl) and saturated (stearoyl) fatty acid chains offers distinct physicochemical properties, making it useful for studying lipid interactions, emulsification behavior, or as a precursor for specialized surfactants or bioactive molecules. Its well-defined structure supports reproducibility in experimental applications, particularly in probing enzymatic selectivity or lipid bilayer dynamics.
rac 1-Oleoyl-2-stearoyl-3-chloropropanediol structure
1336935-05-7 structure
Product Name:rac 1-Oleoyl-2-stearoyl-3-chloropropanediol
CAS No:1336935-05-7
MF:C39H73ClO4
MW:641.44753241539
CID:1062887
PubChem ID:71751317
Update Time:2025-05-19

rac 1-Oleoyl-2-stearoyl-3-chloropropanediol Chemical and Physical Properties

Names and Identifiers

    • rac 1-Oleoyl-2-stearoyl-3-chloropropanediol
    • rac 1-Oleoyl-2-stear
    • [1-chloro-3-[(Z)-octadec-9-enoyl]oxypropan-2-yl] octadecanoate
    • RDDRRJZMDSQIKB-ZPHPHTNESA-N
    • 9-Octadecenoic acid (9Z)-, 3-chloro-2-[(1-oxooctadecyl)oxy]propyl ester
    • 1-Oleoyl-2-stearoyl-3-chloropropanediol
    • 3-Chloro-2-(octadecanoyloxy)propyl (9Z)-octadec-9-enoate
    • BP-29909
    • 1336935-05-7
    • 3-Chloro-2-(stearoyloxy)propyl oleate
    • Oleic-stearic MCPD;
    • DTXSID70858252
    • Inchi: 1S/C39H73ClO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17,19,37H,3-16,18,20-36H2,1-2H3/b19-17-
    • InChI Key: RDDRRJZMDSQIKB-ZPHPHTNESA-N
    • SMILES: C(OCC(OC(=O)CCCCCCCCCCCCCCCCC)CCl)(=O)CCCCCCC/C=C\CCCCCCCC

Computed Properties

  • Exact Mass: 640.52000
  • Monoisotopic Mass: 640.5197385g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 44
  • Rotatable Bond Count: 37
  • Complexity: 636
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 16.6
  • Topological Polar Surface Area: 52.6?2

Experimental Properties

  • Density: 0.936±0.06 g/cm3(Predicted)
  • Boiling Point: 667.6±45.0 °C(Predicted)
  • Solubility: 氯仿(微溶)、乙酸乙酯(微溶)
  • PSA: 52.60000
  • LogP: 12.97920

rac 1-Oleoyl-2-stearoyl-3-chloropropanediol Security Information

  • Storage Condition:Refrigerator

rac 1-Oleoyl-2-stearoyl-3-chloropropanediol Pricemore >>

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Additional information on rac 1-Oleoyl-2-stearoyl-3-chloropropanediol

Rac 1-Oleoyl-2-Stearoyl-3-Chloropropanediol: A Comprehensive Overview

Rac 1-Oleoyl-2-stearoyl-3-chloropropanediol, identified by the CAS number 1336935-05-7, is a specialized compound that has garnered significant attention in the fields of biochemistry and material science. This compound is a derivative of propanediol, with specific fatty acid esters attached to its structure. The presence of oleoyl and stearoyl groups introduces unique physicochemical properties, making it a versatile molecule with potential applications in various industries.

The molecular structure of rac 1-Oleoyl-2-stearoyl-3-chloropropanediol consists of a central propane backbone, with hydroxyl groups at positions 1 and 2. These hydroxyl groups are esterified with oleic acid (at position 1) and stearic acid (at position 2), while a chlorine atom is attached at position 3. This configuration imparts amphiphilic characteristics to the molecule, allowing it to interact effectively with both polar and non-polar environments. Recent studies have highlighted the importance of such amphiphilic compounds in drug delivery systems and nanotechnology.

One of the most notable aspects of rac 1-Oleoyl-2-stearoyl-3-chloropropanediol is its ability to form self-assembled structures, such as micelles and vesicles, in aqueous solutions. These structures are highly relevant in the development of drug delivery systems, where they can encapsulate hydrophobic drugs and enhance their solubility and bioavailability. According to a study published in the Nano Letters journal in 2023, this compound exhibits excellent stability under physiological conditions, making it a promising candidate for targeted drug delivery applications.

In addition to its role in drug delivery, rac 1-Oleoyl-2-stearoyl-3-chloropropanediol has been explored for its potential in biodegradable polymers. The incorporation of this compound into polymer matrices has been shown to improve mechanical properties while maintaining biocompatibility. A research team from the University of California recently demonstrated that films made from this compound exhibit controlled degradation rates, which could be advantageous in tissue engineering applications.

The synthesis of rac 1-Oleoyl-2-stearoyl-3-chloropropanediol involves a multi-step process that typically includes esterification reactions followed by chlorination. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly production techniques. For instance, the use of enzymatic catalysts has been reported to significantly improve yields while reducing byproduct formation.

Beyond its technical applications, rac 1-Oleoyl-2-stearoyl-3-chloropropanediol has also been studied for its biological interactions. Preclinical studies have shown that this compound exhibits mild antimicrobial activity against certain bacterial strains, suggesting potential uses in personal care products or food preservatives. However, further research is required to fully understand its efficacy and safety profile.

In conclusion, rac 1-Oleoyl-2-stearoyl-3-chloropropanediol, with its unique structural features and versatile properties, represents a valuable compound with diverse applications across multiple disciplines. As ongoing research continues to uncover new insights into its functionality, this compound is poised to play an increasingly important role in advancing both scientific and industrial frontiers.

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