Dodecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester

Base Information

• Chemical Name: Dodecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester
• CAS No.: 1678-45-1
• Molecular Formula: C15H30 O4
• Molecular Weight: 274.401
• Hs Code.: 2915900090
• European Community (EC) Number: 216-834-5
• UNII: YG275Y6SG4
• DSSTox Substance ID: DTXSID5061875
• Nikkaji Number: J110.826C
• Wikidata: Q27145322
• Mol file: 1678-45-1.mol

Synonyms:2-lauroylglycerol;1678-45-1;2-Monolaurin;Glyceryl 2-laurate;Dodecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester;1,3-dihydroxypropan-2-yl dodecanoate;Laurin, 2-mono-;2-Hydroxy-1-(hydroxymethyl)ethyl laurate;.beta.-Monolaurin;Glycerol 2-laurate;UNII-YG275Y6SG4;YG275Y6SG4;Lauric acid .beta.-monoglyceride;EINECS 216-834-5;2-dodecanoylglycerol;glycerine monolaurate;2-monododecanoylglycerol;Glycerol .beta.-dodecanoate;2-MONOLAUROYLGLYCEROL;SCHEMBL49586;DTXSID5061875;CHEBI:75453;1,2,3-Propanetriol 2-dodecanoate;2-Lauroylglycerol, analytical standard;2-Hydroxy-1-(hydroxymethyl)ethyl laurate #;MG(0:0/12:0/0:0);MG (0:0/12:0/0:0);Q27145322;VLZ

Chemical Property of Dodecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester

Chemical Property:

• Vapor Pressure: 2.3E-08mmHg at 25°C
• Melting Point: 58.5 °C
• Refractive Index: 1.4350 (estimate)
• Boiling Point: 408.2°Cat760mmHg
• PKA: 13.54±0.10(Predicted)
• Flash Point: 140.4°C
• PSA: 66.76000
• Density: 0.997g/cm³
• LogP: 2.80370
• Storage Temp.: ?70°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 274.21440943
• Heavy Atom Count: 19
• Complexity: 202

Purity/Quality:

98%Min ^*data from raw suppliers

2-Lauroylglycerol analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)OC(CO)CO

Technology Process of Dodecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester

There total 19 articles about Dodecanoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester 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: 84.0%

2-(dodecanoyloxy)propane-1,3-diyl dibutyrate (1384127-09-6) → glycerol laurate (1678-45-1)

Guidance literature:

With Rhizomucor miehei lipase; ethanol; at 20 ℃; for 24h; regiospecific reaction; Enzymatic reaction;

DOI:10.1016/j.tet.2012.04.101

Reference yield: 76.4%

lauric acid (143-07-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → glycerol laurate (1678-45-1) + glyceryl dilaurate (17598-94-6)

Guidance literature:

With hydrogen bromide; C₁₂H₂₈N⁽¹⁺⁾*Br^(1-)*BH₃O₃; at 150 ℃; for 8h; Reagent/catalyst;

DOI:10.1016/j.cattod.2021.05.018

Reference yield:

lauric acid (143-07-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → rac-1-monolauroylglycerol (40738-26-9,142-18-7) + 1,3-dilauroylglycerol (539-93-5) + tridodecanoylglycerol (538-24-9) + glycerol laurate (1678-45-1) + glyceryl dilaurate (17598-94-6)

Guidance literature:

With silylated MCM-41-SO₃H; at 111.85 ℃; for 24h; Product distribution; other homogeneous and heterogeneous catalysts; also reactions with propanediols and meso-erythritol;

DOI:10.1006/jcat.1998.2353

upstream raw materials:

2-chloro-1-(chloromethyl)ethyl dodecanoate

rac-1-monolauroylglycerol

lauric acid

glycerol

Downstream raw materials:

rac-1-monolauroylglycerol

Refernces

• 1、 Whitten, Kyle M.,Makriyannis, Alexandros,Vadivel, Subramanian K.. "Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols". experimental part. p. 5422 - 5428. Retrieved 2012/09/08.
• 2、 Piyatheerawong, Weera,Yamane, Tsuneo,Nakano, Hideo,Iwasaki, Yugo. "Enzymatic preparation of enantiomerically pure sn-2,3-diacylglycerols: A stereoselective ethanolysis approach". . p. 603 - 607. Retrieved 2007/10/03.