Dilaurin

Base Information

• Chemical Name: Dilaurin
• CAS No.: 17598-94-6
• Deprecated CAS: 40431-02-5,1202864-51-4,59540-17-9
• Molecular Formula: C27H52 O5
• Molecular Weight: 456.707
• European Community (EC) Number: 248-586-9
• UNII: 9S1016G3A2
• DSSTox Substance ID: DTXSID30880897
• Nikkaji Number: J13.607G
• Wikidata: Q27273003
• RXCUI: 1311691
• Mol file: 17598-94-6.mol

Synonyms:1,2-didodecanoylglycerol;1,2-didodecanoylglycerol, (S)-isomer;1,2-dilaurin;1,2-dilauroyl-sn-glycerol;2,3-dilauroyl-D-glycerol;glyceryl-dilaurate;rac-1,2-didodecanoylglycerol;racemic mixture of 1,2-didodecanoylglycerol

Chemical Property of Dilaurin

Chemical Property:

• Melting Point: 53-56 °C
• Boiling Point: 531°Cat760mmHg
• PKA: 13.69±0.10(Predicted)
• Flash Point: 158°C
• PSA: 72.83000
• Density: 0.953g/cm³
• LogP: 7.27550
• Storage Temp.: −20°C
• XLogP3: 9.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 26
• Exact Mass: 456.38147475
• Heavy Atom Count: 32
• Complexity: 424

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dilauroyl-rac-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dilaurin

There total 22 articles about Dilaurin 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: 92.2%

9-fluorenylmethoxycarbonyl-1,2-dilauroyl-glycerol → glyceryl dilaurate (17598-94-6)

Guidance literature:

With triethanolamine; In tetrahydrofuran; methanol; at 10 ℃; for 6h;

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: 71.0%

methyl n-dodecanoate (111-82-0) + 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) + glyceryl dilaurate (17598-94-6)

Guidance literature:

at 180 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c3gc36907b

upstream raw materials:

lauric acid

rac-1-monolauroylglycerol

glycerol

2,3-Dibromopropan-1-ol

Downstream raw materials:

1.2-Di-O-lauroyl-glycerin-3-

rac-1-monolauroylglycerol

1,3-dilauroylglycerol

glycerol laurate

Refernces

• 1、 Okahata, Yoshio,Ijiro, Kuniharu. "Preparation of a Lipid-Coated Lipase and Catalysis of Glyceride Ester Syntheses in Homogeneous Organic Solvents". . p. 2411 - 2420. Retrieved 1992.
• 2、 Li, Xin,Miao, Shanshan. "Enzymatic esterification of lauric acid to give monolaurin in a microreactor". . p. 660 - 667. Retrieved 2021/03/03.
• 3、 Han, Xiaoxiang,Zhang, Xiaofang,Zhu, Guangqi,Liang, Juanjuan,Cao, Xianghui,Kan, Renjun,Hung, Chin-Te,Liu, Li-Li,Liu, Shang-Bin. "Ionic Liquid–Silicotungstic Acid Composites as Efficient and Recyclable Catalysts for the Selective Esterification of Glycerol with Lauric Acid to Monolaurin". . p. 2727 - 2738. Retrieved 2017/07/28.