Date published: 2026-4-29

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Linoleoyl chloride (CAS 7459-33-8)

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Alternate Names:
Δ 9-12 Octadecadienoyl chloride
Application:
Linoleoyl chloride is used in the production of antimicrobial agents
CAS Number:
7459-33-8
Purity:
≥95%
Molecular Weight:
298.89
Molecular Formula:
C18H31OCl
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Linoleoyl chloride, bearing the CAS number 7459-33-8, is a reactive derivative of linoleic acid, a common polyunsaturated fatty acid predominantly found in vegetable oils. This chemical is characterized by replacing the carboxyl group of linoleic acid with a chloride, making it an acyl chloride. This modification significantly enhances its reactivity, making linoleoyl chloride an important intermediate in organic synthesis, especially in the formation of esters and amides through acylation reactions. In research, linoleoyl chloride is extensively used to study lipid-related assembly and structure, as its reactivity allows for the introduction of linoleic acid moieties into complex molecules, facilitating the investigation of lipid interactions and the role of unsaturated fatty acid chains in structural dynamics of cell membranes and liposomes. The presence of two double bonds in linoleoyl chloride also makes it a subject of interest in studies focusing on the chemical behavior of unsaturated bonds in lipid matrices, including their susceptibility to oxidation and their impact on the physical properties of membranes. Additionally, linoleoyl chloride serves as a critical component in the synthesis of lipid-based surfactants and polymers, where its ability to engage in specific and controlled reactions enables the design of tailored materials with desired properties and functionalities.


Linoleoyl chloride (CAS 7459-33-8) References

  1. The physical properties of glycosyl diacylglycerols. Calorimetric, X-ray diffraction and Fourier transform spectroscopic studies of a homologous series of 1,2-di-O-acyl-3-O-(beta-D-galactopyranosyl)-sn-glycerols.  |  Mannock, DA., et al. 2001. Chem Phys Lipids. 111: 139-61. PMID: 11457442
  2. Novel PDGFbetaR antisense encapsulated in polymeric nanospheres for the treatment of restenosis.  |  Cohen-Sacks, H., et al. 2002. Gene Ther. 9: 1607-16. PMID: 12424613
  3. Ruminal biohydrogenation of linoleoyl methionine and calcium linoleate in sheep.  |  Fotouhi, N. and Jenkins, TC. 1992. J Anim Sci. 70: 3607-14. PMID: 1459921
  4. Synthesis of dilinoleoyl-D-glyceric acid and evaluation of its cytotoxicity to human dermal fibroblast and endothelial cells.  |  Sato, S., et al. 2011. J Oleo Sci. 60: 483-7. PMID: 21852748
  5. A polyethylenimine-linoleic acid conjugate for antisense oligonucleotide delivery.  |  Xie, J., et al. 2013. Biomed Res Int. 2013: 710502. PMID: 23862153
  6. Synthesis and characterization of triacylglycerols containing linoleate and linolenate.  |  Awl, RA., et al. 1989. Lipids. 24: 866-72. PMID: 27520440
  7. N-linoleoylamino acids as chiral probes of substrate binding by soybean lipoxygenase-1.  |  Clapp, CH., et al. 2018. Bioorg Chem. 78: 170-177. PMID: 29573638
  8. Oxidation of 1-O-(alk-1-enyl)-2,3-di-O-acylglycerols: models for plasmalogen oxidation.  |  Foglia, TA., et al. 1988. Lipids. 23: 430-4. PMID: 3412122
  9. Antioxidant, Antiglaucoma, Anticholinergic, and Antidiabetic Effects of Kiwifruit (Actinidia deliciosa) Oil: Metabolite Profile Analysis Using LC-HR/MS, GC/MS and GC-FID.  |  Ozden, EM., et al. 2023. Life (Basel). 13: PMID: 37763342
  10. Modulation of enzyme activities in isolated lymphocyte plasma membranes by enzymatic modification of phospholipid fatty acids.  |  Szamel, M. and Resch, K. 1981. J Biol Chem. 256: 11618-23. PMID: 6117555

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Linoleoyl chloride, 1 g

sc-215249
1 g
$218.00