Monolauryl succinate

Base Information

• Chemical Name: Monolauryl succinate
• CAS No.: 21668-03-1
• Molecular Formula: C₁₆H₃₀O₄
• Molecular Weight: 286.412
• European Community (EC) Number: 606-815-3
• DSSTox Substance ID: DTXSID40944272
• Nikkaji Number: J120.621D
• Wikidata: Q82921477
• Mol file: 21668-03-1.mol

Synonyms:monododecyl succinate;monolauryl succinate

Chemical Property of Monolauryl succinate

Chemical Property:

• Vapor Pressure: 1.1E-07mmHg at 25°C
• Boiling Point: 404.8°Cat760mmHg
• Flash Point: 136.6°C
• PSA: 63.60000
• Density: 0.985g/cm³
• LogP: 4.31530
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 286.21440943
• Heavy Atom Count: 20
• Complexity: 251

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCCCCCCCCCCCOC(=O)CCC(=O)O

Technology Process of Monolauryl succinate

There total 2 articles about Monolauryl succinate 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: 70.0%

succinic acid anhydride (108-30-5) + 1-dodecyl alcohol (112-53-8) → 4-(dodecyloxy)-4-oxobutanoic acid (21668-03-1)

Guidance literature:

at 130 - 140 ℃; for 0.166667h;

DOI:10.1016/j.bmcl.2008.11.083

Reference yield:

→ 4-(dodecyloxy)-4-oxobutanoic acid (21668-03-1)

Guidance literature:

Bernsteinsaeure-anhydrid, Dodecanol-(1) (Toluol);

DOI:10.1021/je60012a033

Reference yield:

4-(dodecyloxy)-4-oxobutanoic acid (21668-03-1) → dodecyl 4-(4-(3-(4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yloxy)propyl)piperazin-1-yl)-4-oxobutanoate

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / benzene / 3 h / Reflux

2: pyridine / dichloromethane / 14 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

With pyridine; thionyl chloride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmcl.2014.09.056

upstream raw materials:

succinic acid anhydride

1-dodecyl alcohol

Refernces

• 1、 Richard, Jean-Victor,Delaite, Christelle,Riess, Gérard,Schuller, Anne-Sophie. "A comparative study of the thermal properties of homologous series of crystallisable n-alkyl maleate and itaconate monoesters". . p. 136 - 143. Retrieved 2016.
• 2、 Yin, Kai-Hao,Hsieh, Yi-Han,Sulake, Rohidas S.,Wang, Su-Pei,Chao, Jui-I.,Chen, Chinpiao. "Optimization of gefitinib analogues with potent anticancer activity". supporting information. p. 5247 - 5250. Retrieved 2015/01/08.