Linoleic diethanolamide

Base Information

• Chemical Name: Linoleic diethanolamide
• CAS No.: 56863-02-6
• Molecular Formula: C22H41 N O3
• Molecular Weight: 367.572
• European Community (EC) Number: 260-410-2
• UNII: AWQ57Z0E7S
• DSSTox Substance ID: DTXSID9042099
• Wikidata: Q27274163
• ChEMBL ID: CHEMBL4466584
• Mol file: 56863-02-6.mol

Synonyms:Linoleic acid diethanolamide;Linoleic diethanolamide;AWQ57Z0E7S;Linoleamide DEA;56863-02-6;N,N-Bis(2-hydroxyethyl)linoleamide;N,N-Bis(2-hydroxyethyl)linoleoylamide;Linoleic diethanolamine;Linoleoyl diethanolamide;UNII-AWQ57Z0E7S;Diethanolamide of linoleic acid;Diethanolamine linoleic acid amide;9,12-Octadecadienamide, N,N-bis(2-hydroxyethyl)-, (Z,Z)-;(9Z,12Z)-N,N-Bis(2-hydroxyethyl)octadeca-9,12-dien-1-amide;9,12-Octadecadienamide, N,N-bis(2-hydroxyethyl)-, (9Z,12Z)-;SCHEMBL338570;LINOLEAMIDE DEA [INCI];CHEMBL4466584;DIETHANOLAMINE LINOLEAMIDE;DTXSID9042099;LINOLEIC ACID DIETHANOLAMIDE (DEA);W-111128;Q27274163

Chemical Property of Linoleic diethanolamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• Boiling Point: 525.6°Cat760mmHg
• Flash Point: 271.7°C
• PSA: 60.77000
• Density: 0.971g/cm³
• LogP: 4.61310
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 18
• Exact Mass: 367.30864417
• Heavy Atom Count: 26
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

LINOLEIC ACID DIETHANOLAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)N(CCO)CCO
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)N(CCO)CCO
• Uses: linoleamide DEA is a highly effective thickener. It enhances product slip and feel, and is also a conditioner, stabilizer, and viscosity builder.

Technology Process of Linoleic diethanolamide

There total 5 articles about Linoleic diethanolamide 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%

isobutylchloroformiate + linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + 2,2'-iminobis[ethanol] (111-42-2) → Linoamide DEA (56863-02-6,94094-35-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; water;

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + 2,2'-iminobis[ethanol] (111-42-2) → Linoamide DEA (56863-02-6,94094-35-6)

Guidance literature:

linoleic acid; 2,2'-iminobis[ethanol]; With benzotriazol-1-ol; triethylamine; In dichloromethane; for 0.25h; Cooling with ice;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1039/c2ob27211c

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → Linoamide DEA (56863-02-6,94094-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 21 °C / Inert atmosphere

2: dichloromethane / -40 - -10 °C / Inert atmosphere

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1039/c1cp21808e

upstream raw materials:

linoleic acid

2,2'-iminobis[ethanol]

linoleyl chloride

Refernces

• 1、 Sagnella, Sharon M.,Conn, Charlotte E.,Krodkiewska, Irena,Drummond, Calum J.. "Nonionic diethanolamide amphiphiles with unsaturated C18 hydrocarbon chains: Thermotropic and lyotropic liquid crystalline phase behavior". . p. 13370 - 13381. Retrieved 2012/05/19.
• 2、 -. "Method for lowering the free fatty acid content in sebum using certain fatty acid amides". . . Retrieved 2008/06/13.