Monoelaidin

Base Information

• Chemical Name: Monoelaidin
• CAS No.: 2716-53-2
• Deprecated CAS: 99297-71-9
• Molecular Formula: C21H40O4
• Molecular Weight: 356.546
• Hs Code.: 2916190090
• European Community (EC) Number: 247-038-6
• DSSTox Substance ID: DTXSID0052831
• Nikkaji Number: J383.030F,J922.563C
• Wikidata: Q27225105
• Mol file: 2716-53-2.mol

Synonyms:1-oleoyl monoglyceride;1-oleoyl-2-glycerol;glycerol monooleate;glyceryl monooleate;glycerylmonooleate;mono-oleoylglycerol;monoelaidin;monolein;monoolein;myverol 18-99;oleic acid monoglyceride;sn-1-O-(cis-9)octadecenylglycerol

Chemical Property of Monoelaidin

Chemical Property:

• Vapor Pressure: 2.27E-11mmHg at 25°C
• Melting Point: 58 °C
• Boiling Point: 483.3oC at 760 mmHg
• PKA: 13.16±0.20(Predicted)
• Flash Point: 155.4oC
• PSA: 66.76000
• Density: 0.969g/cm3
• LogP: 4.92030
• Storage Temp.: −20°C
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 19
• Exact Mass: 356.29265975
• Heavy Atom Count: 25
• Complexity: 315

Purity/Quality:

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

1-Monoelaidin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Emulsifiers/Surfactants
• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OCC(CO)O
• Uses: 1-Monoelaidin is an activator of transient receptor potential vanilloid subtype 1 (TRPV1) which is known as capsaicin (CAP) receptor.

Technology Process of Monoelaidin

There total 49 articles about Monoelaidin 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: 96.2%

(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate (33001-45-5,34487-29-1,69483-89-2,115268-49-0,150447-02-2) → 1-monooleoyl glycerol (111-03-5,2716-53-2,30836-40-9,34487-30-4,69483-90-5,99297-71-9,129784-87-8,33978-07-3,925-14-4)

Guidance literature:

With Dowex H⁺ resin; In methanol; at 20 ℃;

DOI:10.1039/c6ra28100a

Reference yield: 91.5%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + cis-Octadecenoic acid (112-80-1,2027-47-6) → 1-monooleoyl glycerol (111-03-5,2716-53-2,30836-40-9,34487-30-4,69483-90-5,99297-71-9,129784-87-8,33978-07-3,925-14-4)

Guidance literature:

With triethylamine; at 140 ℃; for 9h;

DOI:10.1007/s11746-007-1091-z

Reference yield: 88.9%

cis-Octadecenoic acid (112-80-1,2027-47-6) + 3-monochloro-1,2-propanediol (96-24-2) → 1-monooleoyl glycerol (111-03-5,2716-53-2,30836-40-9,34487-30-4,69483-90-5,99297-71-9,129784-87-8,33978-07-3,925-14-4)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

upstream raw materials:

Methyl oleate

cis-Octadecenoic acid

glycerol

(Z)-9-octadecenoyl chloride

Downstream raw materials:

silicic acid tetrakis-(2-hydroxy-3-oleoyloxy-propylester)

1-oleoyl-3-acetyl-rac-glycerol

(Z)-9-octadecenoic acid 2,3-bis(acetyloxy)propyl ester

(+-)-1-oleoyloxy-2,3-bis-stearoyloxy-propane

Refernces

• 1、 -. "Method for synthesizing high content of fatty acid monoglyceride production of nano TiO2 The method of (by machine translation)". Paragraph 0049; 0052; 0053. . Retrieved 2019/03/28.
• 2、 -. "Method for synthesizing high-content fatty acid monoglyceride and co-producing nano SiO2". Paragraph 0049; 0052; 0053. . Retrieved 2019/03/28.