Methyl 9,10-dihydroxyoctadecanoate

Base Information

• Chemical Name: Methyl 9,10-dihydroxyoctadecanoate
• CAS No.: 1115-01-1
• Molecular Formula: C19H38O4
• Molecular Weight: 330.508
• Hs Code.: 2918199090
• European Community (EC) Number: 214-220-1
• NSC Number: 409398
• DSSTox Substance ID: DTXSID10880895
• Nikkaji Number: J45.945C
• Wikidata: Q82862273
• Mol file: 1115-01-1.mol

Synonyms:Methyl 9,10-dihydroxyoctadecanoate;Methyl 9,10-dihydroxystearate;1115-01-1;EINECS 214-220-1;Octadecanoic acid, 9,10-dihydroxy-, methyl ester;SCHEMBL1985687;DTXSID10880895;methyl 9,10-dihydroxy-octadecanoate;MFCD00144775;NSC409398;AKOS015856230;Methyl 9,10-dihydroxyoctadecanoate #;NSC 409398;NSC-409398;9,10-dihydroxystearic acid methyl ester;METHYL9,10-DIHYDROXYOCTADECANOATE;FT-0628694;Octadecanoic acid,10-dihydroxy-, methyl ester;W-108674

Chemical Property of Methyl 9,10-dihydroxyoctadecanoate

Chemical Property:

• Vapor Pressure: 1.03E-09mmHg at 25°C
• Melting Point: 69-70 °C
• Refractive Index: 1.467
• Boiling Point: 443.1 °C at 760 mmHg
• PKA: 14.57±0.20(Predicted)
• Flash Point: 143.2 °C
• PSA: 66.76000
• Density: 0.968 g/cm³
• LogP: 4.36250
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 330.27700969
• Heavy Atom Count: 23
• Complexity: 268

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl9,10-Dihydroxystearate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(C(CCCCCCCC(=O)OC)O)O
• Uses: Methyl 9,10-dihydroxystearate is a component of Cardamin impatiens seed oil.

Technology Process of Methyl 9,10-dihydroxyoctadecanoate

There total 49 articles about Methyl 9,10-dihydroxyoctadecanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Methyl oleate (112-62-9) → methyl 9,10-dihydroxy stearate (1115-01-1)

Guidance literature:

With phosphotungstic acid; dihydrogen peroxide; In water; at 80 ℃; pH=Ca. 1; Temperature; Reagent/catalyst; chemoselective reaction; Catalytic behavior; Kinetics;

DOI:10.1039/d0nj02167a

Reference yield: 99.0%

methanol (67-56-1) + Dihydroxystearic Acid (120-87-6) → methyl 9,10-dihydroxy stearate (1115-01-1)

Guidance literature:

With Amberlyst-15; at 65 ℃; for 12h;

DOI:10.1039/c7gc00867h

Reference yield: 94.0%

epoxidized methyl oleate (2566-91-8) → methyl 9,10-dihydroxy stearate (1115-01-1)

Guidance literature:

With sulfuric acid; In water; acetonitrile; at 80 ℃; Temperature;

upstream raw materials:

methanol

threo-9,10-dihydroxyoctadecanoic acid

Methyl oleate

octadec-9-enoic acid methyl ester

Downstream raw materials:

linoleic acid methyl ester

methyl 10-oxooctadecanoate

methyl 9-oxooctadecanoate

(+/-)-8-(5c-octyl-2ξ-phenyl-[1,3]dioxolan-4ρ!-yl)-octanoic acid methyl ester

Refernces

• 1、 Pleissner, Daniel,Lau, Kin Yan,Zhang, Chengwu,Lin, Carol Sze Ki. "Plasticizer and surfactant formation from food-waste- and algal biomass-derived lipids". . p. 1686 - 1691. Retrieved 2015.
• 2、 De Dios Miguel, Thomas,Duc Vu, Nam,Lemaire, Marc,Duguet, Nicolas. "Biobased Aldehydes from Fatty Epoxides through Thermal Cleavage of β-Hydroxy Hydroperoxides**". . p. 379 - 386. Retrieved 2021.
• 3、 Testud, Blandine,Pintori, Didier,Grau, Etienne,Taton, Daniel,Cramail, Henri. "Hyperbranched polyesters by polycondensation of fatty acid-based AB: N-type monomers". . p. 259 - 269. Retrieved 2017.
• 4、 Cecchini, Martina Maya,De Angelis, Francesco,Iacobucci, Claudio,Reale, Samantha,Crucianelli, Marcello. "Mild catalytic oxidations of unsaturated fatty acid methyl esters (FAMEs) by oxovanadium complexes". . p. 120 - 128. Retrieved 2016.
• 5、 Spannring, Peter,Prat, Irene,Costas, Miquel,Lutz, Martin,Bruijnincx, Pieter C. A.,Weckhuysen, Bert. M.,Klein Gebbink, Robertus J. M.. "Fe(6-Me-PyTACN)-catalyzed, one-pot oxidative cleavage of methyl oleate and oleic acid into carboxylic acids with H2O2 and NaIO 4". . p. 708 - 716. Retrieved 2014.
• 6、 Charvieux, Aubin,Duc Vu, Nam,Duguet, Nicolas,Lemaire, Marc. "Valorization of Methyl Azelaaldehydate – A Vegetable Oil Based Platform Molecule for the Synthesis of Monomers through Stetter Reaction". . p. 1251 - 1256. Retrieved 2019.
• 7、 Bender,Berkoff,Groves,Sofranko,Wellman,Liu,Begosh,Horodniak. "Synthesis and biological properties of some novel heterocyclic homoprostanoids". . p. 1094 - 1098. Retrieved 1975.
• 8、 Silva, Wendylene S.D.,Lapis, Alexande A.M.,Suarez, Paulo A.Z.,Neto, Brenno A.D.. "Enzyme-mediated epoxidation of methyl oleate supported by imidazolium-based ionic liquids". . p. 98 - 103. Retrieved 2011.
• 9、 Wilde,Pelz,Gebhardt,Gl?ser. "Highly efficient nano-sized TS-1 with micro-/mesoporosity from desilication and recrystallization for the epoxidation of biodiesel with H2O2". . p. 3378 - 3389. Retrieved 2015.
• 10、 -. "Preparation method of 9, 10-dihydroxy stearate". Paragraph 0031-0034; 0041-0046. . Retrieved 2021/03/31.