9,10-Dihydroxystearic acid

Base Information

• Chemical Name: 9,10-Dihydroxystearic acid
• CAS No.: 120-87-6
• Molecular Formula: C18H36O4
• Molecular Weight: 316.481
• Hs Code.: 2918199090
• European Community (EC) Number: 204-432-2,300-158-3
• NSC Number: 60305
• DSSTox Substance ID: DTXSID30870475
• Nikkaji Number: J10.071D
• Wikipedia: DHSA
• Wikidata: Q27103863
• Metabolomics Workbench ID: 2178
• ChEMBL ID: CHEMBL4747409
• Mol file: 120-87-6.mol

Synonyms:9,10-dihydroxystearic acid;9,10-dihydroxystearic acid, (R*,R*)-isomer;9,10-dihydroxystearic acid, (R*,S*)-isomer;9,10-dihydroxystearic acid, ammonium salt;9,10-dihydroxystearic acid, dicalcium salt;9,10-dihydroxystearic acid, lithium salt;9,10-dihydroxystearic acid, magnesium salt;9,10-dihydroxystearic acid, monocalcium salt;9,10-dihydroxystearic acid, potassium salt;9,10-dihydroxystearic acid, sodium salt

Chemical Property of 9,10-Dihydroxystearic acid

Chemical Property:

• Appearance/Colour: Waxy, off-white solid
• Vapor Pressure: 2.68E-11mmHg at 25°C
• Melting Point: 90°C
• Refractive Index: 1.4434 (estimate)
• Boiling Point: 481.618 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 259.18 °C
• PSA: 77.76000
• Density: 1.001 g/cm³
• LogP: 4.27410
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 316.26135963
• Heavy Atom Count: 22
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

9,10-DihydroxystearicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(C(CCCCCCCC(=O)O)O)O

Technology Process of 9,10-Dihydroxystearic acid

There total 127 articles about 9,10-Dihydroxystearic acid 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: 98.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → Dihydroxystearic Acid (120-87-6)

Guidance literature:

With dihydrogen peroxide; ortho-tungstic acid; acetic acid; at 70 - 80 ℃; for 5h; Temperature;

Reference yield: 86.0%

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

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2020.115642

Reference yield: 80.3%

Elaidic acid (112-79-8,2027-47-6) → Dihydroxystearic Acid (120-87-6)

Guidance literature:

With dihydrogen peroxide; Nafion-SAC₁₃; In water; at 90 ℃; for 20h; Conversion of starting material;

upstream raw materials:

cis-Octadecenoic acid

Elaidic acid

9,10-dichlorooctadecanoic acid

oleic anhydride

Downstream raw materials:

azelaic acid

octane-1,8-dioic acid

nonan-1-al

azelaic acid semialdehyde

Refernces

• 1、 Arnhold, J.,Panasenko, O. M.,Schiller, J.,Vladimirov, Yu. A.,Arnold, K.. "The action of hypochlorous acid on phosphatidylcholine liposomes in dependence on the content of double bonds. Stoichimetry and NMR analysis". . p. 55 - 64. Retrieved 1995.
• 2、 Saito, Kazuki,Kawaguchi, Akihiko,Seyama, Yousuke,Yamakawa, Tamio,Okuda, Shigenobu. "STEREOCHEMISTRY OF β-HYDROXYDODECANOYL THIOESTER DEHYDRATION CATALYZED BY FATTY ACID SYNTHETASE FROM BREVIBACTERIUM AMMONIAGENES". . p. 1689 - 1692. Retrieved 1982.
• 3、 -. "PROCESS FOR THE PREPARATION OF HYDROPEROXY ALCOHOLS USING A HETEROGENOUS CATALYST". Page/Page column 14-16-23. . Retrieved 2021/07/02.
• 4、 -. "FUNCTIONAL LIPID DERIVATIVES AND USES THEREOF". Page/Page column 5. . Retrieved 2021/11/26.