Oleic acid methyl ester - CAS 112-62-9
Catalog number: B0275-465212
Molecular Formula:
C19H36O2
Molecular Weight:
296.5
COA:
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Description:
Oleic acid methyl ester is a monounsaturated fatty acid that can be used as a dietary supplement, and also an intermediate of detergent, emulsifier, and stabilizer.
Ordering Information
Catalog Number Size Price Stock Quantity
B0275-465212 100 g $599 In stock
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Purity:
>98%
Appearance:
Yellow Oil
Synonyms:
Methyl oleate; methyl (Z)-octadec-9-enoate
MSDS:
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Density:
0.874 g/mL
InChIKey:
QYDYPVFESGNLHU-KHPPLWFESA-N
InChI:
InChI=1S/C19H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h10-11H,3-9,12-18H2,1-2H3/b11-10-
Canonical SMILES:
CCCCCCCCC=CCCCCCCCC(=O)OC
1.Body weight management effect of burdock (Arctium lappa L.) root is associated with the activation of AMP-activated protein kinase in human HepG2 cells.
Kuo DH;Hung MC;Hung CM;Liu LM;Chen FA;Shieh PC;Ho CT;Way TD Food Chem. 2012 Oct 1;134(3):1320-6. doi: 10.1016/j.foodchem.2012.03.023. Epub 2012 Mar 16.
Burdock (Arcticum lappa L.) root is used in folk medicine and also as a vegetable in Asian countries. In the present study, burdock root treatment significantly reduced body weight in rats. To evaluate the bioactive compounds, we successively extracted the burdock root with ethanol (AL-1), and fractionated it with n-hexane (AL-2), ethyl acetate (AL-3), n-butanol (AL-4), and water (AL-5). Among these fractions, AL-2 contained components with the most effective hypolipidemic potential in human hepatoma HepG2 cells. AL-2 decreased the expression of fatty acid synthase (FASN) and inhibited the activity of acetyl-coenzyme A carboxylase (ACC) by stimulating AMP-activated protein kinase (AMPK) through the LKB1 pathway. Three active compounds were identified from the AL-2, namely α-linolenic acid, methyl α-linolenate, and methyl oleate. These results suggest that burdock root is expected to be useful for body weight management.
2.Ethenolysis reactions catalyzed by imido alkylidene monoaryloxide monopyrrolide (MAP) complexes of molybdenum.
Marinescu SC;Schrock RR;Müller P;Hoveyda AH J Am Chem Soc. 2009 Aug 12;131(31):10840-1. doi: 10.1021/ja904786y.
Monoaryloxide-pyrrolide (MAP) olefin metathesis catalysts of molybdenum that contain a chiral bitetralin-based aryloxide ligand are efficient for ethenolysis of methyl oleate, cyclooctene, and cyclopentene. Ethenolysis of 5000 equiv of methyl oleate produced 1-decene (1D) and methyl-9-decenoate (M9D) with a selectivity of >99%, yields up to 95%, and a TON (turnover number) of 4750 in 15 h. Tungstacyclobutane catalysts gave yields approximately half those of molybdenum catalysts, either at room temperature or at 50 degrees C, although selectivity was still >99%. Ethenolysis of 30,000 equiv of cyclooctene to 1,9-decadiene could be carried out with a TON of 22,500 at 20 atm (75% yield), while ethenolysis of 10,000 equiv of cyclopentene to 1,6-heptadiene could be carried out with a TON of 5800 at 20 atm (58% yield). There is no reason to propose that the efficiency of ethenolysis has been maximized with the most successful catalyst reported here.
3.Synthesis and hydroformylation evaluation of Fréchet-type organometallic dendrons with N,O-salicylaldimine Rh(i) complexes at the focal point.
Williams C ;Ferreira M ;Monflier E ;Mapolie SF ;Smith GS Dalton Trans. 2018 Jul 17;47(28):9418-9429. doi: 10.1039/c8dt01874j.
A series of organometallic dendrons containing N,O-salicylaldimine entities at the focal point were synthesised by reacting the N,O-salicylaldimine-functionalised Fréchet dendrons (G0, G1 and G2) with a [Rh(μ-Cl)(η2:η2-COD)]2 dimer to yield the corresponding Rh(COD) [COD = cyclooctadiene] complexes. These Rh(COD) complexes were exposed to an atmosphere of CO to yield a new class of rhodium carbonyl organometallic dendrons with Rh(CO)2 units at the focal point. All the compounds were characterised using standard spectroscopic and analytical techniques, these include nuclear magnetic resonance, infrared spectroscopy, mass spectrometry and single-crystal X-ray diffraction for compounds 1, 4 and 7. All of the complexes were evaluated in the hydroformylation of 1-octene, with excellent conversion and chemoselectivity towards aldehydes. The G0-(CO)2 catalyst precursor (7) was active in the hydroformylation of 1-octene, styrene, 7-tetradecene, methyl oleate, triolein, d-limonene and R-citronellal. The conversion and chemoselectivity towards aldehydes for 7-tetradecene, methyl oleate, triolein and d-limonene were promising. Across a particular dendron series, an increase in chemoselectivity was observed due to the dendritic effect.
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Chemical Structure

CAS 112-62-9 Oleic acid methyl ester

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