Date published: 2025-10-15

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rac-1-Linoleoyl-3-chloropropanediol (CAS 74875-98-2)

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Application:
rac-1-Linoleoyl-3-chloropropanediol is a new lipid in food protein hydrolyzates
CAS Number:
74875-98-2
Molecular Weight:
372.97
Molecular Formula:
C21H37ClO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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rac-1-Linoleoyl-3-chloropropanediol, cataloged under CAS number 74875-98-2, is a chemically modified lipid molecule, integrating a linoleic acid moiety with a chlorinated propanediol group. This structure incorporates a racemic mixture of enantiomers due to the chiral center at the carbon attached to the chlorine atom. The presence of the linoleic component, a polyunsaturated fatty acid, combined with the halogenated propanediol, renders this compound a subject of interest in materials science and organic chemistry research. The dual nature of hydrophobic fatty acid chains and a reactive halogenated moiety allows for the exploration of unique interactions in lipid bilayers and the synthesis of specialized esters and polymers. The chlorine atom in the molecule introduces specific reactive characteristics that facilitate the study of halogen-containing lipid derivatives, including their reactivity and the potential for forming more complex lipid-derived materials. Research has leveraged rac-1-Linoleoyl-3-chloropropanediol in the study of lipid behavior under oxidative conditions, the kinetics of halogenated lipid decomposition, and the development of novel materials with potential applications in creating bio-based plastics and coatings that require specific mechanical and chemical properties. Furthermore, this compound aids in understanding the environmental fate and transformation of chlorinated organic compounds in biological systems and ecosystems.


rac-1-Linoleoyl-3-chloropropanediol (CAS 74875-98-2) References

  1. High-throughput and sensitive analysis of 3-monochloropropane-1,2-diol fatty acid esters in edible oils by supercritical fluid chromatography/tandem mass spectrometry.  |  Hori, K., et al. 2012. J Chromatogr A. 1250: 99-104. PMID: 22749582
  2. Analysis of processing contaminants in edible oils. Part 1. Liquid chromatography-tandem mass spectrometry method for the direct detection of 3-monochloropropanediol monoesters and glycidyl esters.  |  MacMahon, S., et al. 2013. J Agric Food Chem. 61: 4737-47. PMID: 23590632
  3. Liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the direct detection of 2-monochloropropanediol (2-MCPD) esters in edible oils.  |  MacMahon, S., et al. 2014. J Agric Food Chem. 62: 11647-56. PMID: 25383913
  4. Direct determination of fatty acid esters of 3-chloro-1, 2-propanediol in edible vegetable oils by isotope dilution - ultra high performance liquid chromatography - triple quadrupole mass spectrometry.  |  Li, H., et al. 2015. J Chromatogr A. 1410: 99-109. PMID: 26239698
  5. Extraction and Liquid Chromatography-Tandem Mass Spectrometry Detection of 3-Monochloropropanediol Esters and Glycidyl Esters in Infant Formula.  |  Leigh, JK. and MacMahon, S. 2016. J Agric Food Chem. 64: 9442-9451. PMID: 27960288
  6. Direct determination of 3-chloropropanol esters in edible vegetable oils using high resolution mass spectrometry (HRMS-Orbitrap).  |  Graziani, G., et al. 2017. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 34: 1893-1903. PMID: 28820048
  7. Ultrasound-assisted enzymatic indirect determination of total 3-monochloropropane-1,2-diol esters in canned fish oil fraction.  |  Custodio-Mendoza, JA., et al. 2023. Food Chem. 403: 134423. PMID: 36183472
  8. Simultaneous determination of 24 congeners of 2- and 3-monochloropropanediol esters and 7 congeners of glycidyl esters using direct multi-residue analytical LC-MS/MS methods in various food matrices.  |  Lee, CC., et al. 2023. J Food Drug Anal. 31: 55-72. PMID: 37224555
  9. Simultaneous determination of 3-MCPD fatty acid esters and glycidol fatty acid esters in edible oils using liquid chromatography time-of-flight mass spectrometry  |  Hori, K., Koriyama, N., Omori, H., Kuriyama, M., Arishima, T., & Tsumura, K. 2012. LWT-Food Science and Technology. 48(2): 204-208.
  10. Comparative analysis of ultrasound-accelerated alkaline and acid hydrolysis for the indirect determination of 3-monochloropropane-1, 2-diol fatty acid esters  |  Custodio-Mendoza, J. A., García, A. A., Ferreira, R. A. L., & Díaz, A. M. C. 2024. Journal of Food Composition and Analysis. 125: 105764.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

rac-1-Linoleoyl-3-chloropropanediol, 25 mg

sc-396143
25 mg
$268.00