9-Octadecenoic acid, 12-hydroxy-, 2,3-dihydroxypropyl ester, (9Z,12R)-

Base Information

• Chemical Name: 9-Octadecenoic acid, 12-hydroxy-, 2,3-dihydroxypropyl ester, (9Z,12R)-
• CAS No.: 141-08-2
• Molecular Formula: C21H40 O5
• Molecular Weight: 372.546
• European Community (EC) Number: 215-353-8,205-455-0
• DSSTox Substance ID: DTXSID90859620
• NCI Thesaurus Code: C75645
• RXCUI: 1427077
• Mol file: 141-08-2.mol

Synonyms:9-Octadecenoic acid, 12-hydroxy-, 2,3-dihydroxypropyl ester, (9Z,12R)-;1323-38-2;Glyceryl monoricinoleate;2,3-dihydroxypropyl 12-hydroxyoctadec-9-enoate;GLYCERYL RICINOLEATE;Laricine;Glyceryl ricinoleate;Aldo MR;141-08-2;SCHEMBL2120988;DTXSID90859620;FT-0626752

Chemical Property of 9-Octadecenoic acid, 12-hydroxy-, 2,3-dihydroxypropyl ester, (9Z,12R)-

Chemical Property:

• Vapor Pressure: 5.19E-13mmHg at 25°C
• Refractive Index: 1.49
• Boiling Point: 520.5°Cat760mmHg
• PKA: 13.16±0.20(Predicted)
• Flash Point: 169.8°C
• PSA: 86.99000
• Density: 1.019g/cm³
• LogP: 3.89110
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 19
• Exact Mass: 372.28757437
• Heavy Atom Count: 26
• Complexity: 343

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(CC=CCCCCCCCC(=O)OCC(CO)O)O

Technology Process of 9-Octadecenoic acid, 12-hydroxy-, 2,3-dihydroxypropyl ester, (9Z,12R)-

There total 6 articles about 9-Octadecenoic acid, 12-hydroxy-, 2,3-dihydroxypropyl ester, (9Z,12R)- 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: 66.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + vinyl ricinoleate (49676-79-1) → glycerol monoricinoleate (141-08-2)

Guidance literature:

With tert-butyl methyl ether; lipase from Rhizopus niveus; silica gel; for 120h; Ambient temperature;

DOI:10.1007/BF02523518

Reference yield: 50.0%

1,3-diricinolein (185216-17-5) → glycerol monoricinoleate (141-08-2)

Guidance literature:

With PS lipase; In tetrahydrofuran; phosphate buffer; at 20 ℃; for 0.666667h;

DOI:10.1016/j.tetasy.2007.04.009

Reference yield:

Ricinoleic acid (141-22-0,27925-02-6,7431-95-0,84799-84-8) → glycerol monoricinoleate (141-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / Pd(OAc)2, KOH / 24 h / Ambient temperature

2: 66 percent / t-BuOMe, silica gel, lipase from Rhizopus niveus / 120 h / Ambient temperature

With palladium diacetate; potassium hydroxide; tert-butyl methyl ether; lipase from Rhizopus niveus; silica gel;

DOI:10.1007/BF02523518

upstream raw materials:

3-monochloro-1,2-propanediol

methyl ricinoleate

glycerol

vinyl ricinoleate