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Methyl elaidate (CAS 1937-62-8)

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Alternate Names:
Methyl oleate; Methyl 9-octadecenoate; Elaidic Acid Methyl Ester
CAS Number:
1937-62-8
Purity:
≥99%
Molecular Weight:
296.49
Molecular Formula:
C19H36O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Methyl elaidate, identified by the CAS number 1937-62-8, is a fatty acid methyl ester characterized by its trans-configuration double bond, distinguishing it from its cis-counterpart, oleic acid. The molecule consists of a long hydrocarbon chain with a carboxylate group esterified with methanol, making it a prime candidate for studies in organic and lipid chemistry. In research, methyl elaidate is often utilized to investigate the effects of trans-fatty acids on various chemical and physical properties of lipids. Its structure allows scientists to explore how the orientation of double bonds (trans versus cis) impacts the melting point, solubility, and crystalline structure of fatty acids, which is crucial for applications in food science and materials engineering. Moreover, this compound is used as a model to study lipid behavior in mixed systems, such as lipid bilayers or liposomes, providing insights into membrane fluidity and permeability. Methyl elaidate also serves a role in synthetic chemistry, where it is used to synthesize more complex molecules and to explore reaction kinetics involving esters. Its presence in various chemical studies helps in understanding the broader implications of fatty acid structure on industrial applications, including the production of biodiesel, where the efficiency of transesterification reactions can be significantly influenced by the nature of the fatty acid involved.


Methyl elaidate (CAS 1937-62-8) References

  1. Determination of trans octadecenoic acids by silver-ion chromatography-gas liquid chromatography: an intercomparison of methods.  |  Buchgraber, M. and Ulberth, F. 2001. J AOAC Int. 84: 1490-8. PMID: 11601469
  2. Analysis of the oxidation products of cis- and trans-octadecenoate methyl esters by capillary gas chromatography-ion-trap mass spectrometry. I. Epoxide and dimeric compounds.  |  Lercker, G., et al. 2003. J Chromatogr A. 985: 333-42. PMID: 12580501
  3. Gas chromatographic separation of cis-trans isomers: methyl oleate/methyl elaidate.  |  Ottenstein, DM., et al. 1976. J Chromatogr. 119: 401-7. PMID: 1262422
  4. Stereochemistry of C18 monounsaturated cork suberin acids determined by spectroscopic techniques including (1) H-NMR multiplet analysis of olefinic protons.  |  Santos, S. and Graça, J. 2014. Phytochem Anal. 25: 192-200. PMID: 24307616
  5. Non-invasive characterization of the adipogenic differentiation of human bone marrow-derived mesenchymal stromal cells by HS-SPME/GC-MS.  |  Lee, DK., et al. 2014. Sci Rep. 4: 6550. PMID: 25298091
  6. Action of long-chain fatty acids in vitro on Ca2+-stimulatable, Mg2+-dependent ATPase activity in human red cell membranes.  |  Davis, FB., et al. 1987. Biochem J. 248: 511-6. PMID: 2963620
  7. The Potential of Jatropha variegata Fruits as a Natural Contraceptive: Antifertility Activity and Phytochemical Analysis.  |  Alhaj, WT., et al. 2022. Evid Based Complement Alternat Med. 2022: 1365526. PMID: 35237332
  8. Permeability behavior of liposomes prepared from fatty acids and fatty acid methyl esters.  |  Bittman, R. and Blau, L. 1986. Biochim Biophys Acta. 863: 115-20. PMID: 3778908
  9. Determination of trans unsaturation by infrared spectrophotometry and determination of fatty acid composition of partially hydrogenated vegetable oils and animal fats by gas chromatography/infrared spectrophotometry: collaborative study.  |  Ratnayake, WM. 1995. J AOAC Int. 78: 783-802. PMID: 7756893
  10. Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids.  |  Kramer, JK., et al. 1997. Lipids. 32: 1219-28. PMID: 9397408

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl elaidate, 500 mg

sc-215346
500 mg
$127.00

Methyl elaidate, 1 g

sc-215346A
1 g
$244.00