56863-02-6

Basic information

• Product Name: LINOLEIC ACID DIETHANOLAMIDE
• Synonyms: 12-Octadecadienamide,N,N-bis(2-hydroxyethyl)-,(Z,Z)-9;9,12-Octadecadienamide,N,N-bis(2-hydroxyethyl)-,(Z,Z)-;clindrollt15-73-1;cyclomidedin295/s;Diethanollinoleicamide;Linoleicacid,diethanolaminecondensate;Linoleicdiethanolamide;Linoleicdiethanolamine
• CAS NO: 56863-02-6
• Molecular Formula: C₂₂H₄₁NO₃
• Molecular Weight: 367.56584
• EINECS: 260-410-2
• Mol File: 56863-02-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 498.09°C (rough estimate)
• Flash Point: 271.7°C
• Appearance: /
• Density: 1.0309 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• CAS DataBase Reference: LINOLEIC ACID DIETHANOLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: LINOLEIC ACID DIETHANOLAMIDE(56863-02-6)
• EPA Substance Registry System: LINOLEIC ACID DIETHANOLAMIDE(56863-02-6)

Safety Data

• Hazardous Substances Data: 56863-02-6(Hazardous Substances Data)

Usage

Uses

linoleamide DEA is a highly effective thickener. It enhances product slip and feel, and is also a conditioner, stabilizer, and viscosity builder.

InChI:InChI=1/C22H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(26)23(18-20-24)19-21-25/h6-7,9-10,24-25H,2-5,8,11-21H2,1H3/b7-6-,10-9-

Synthetic route

isobutylchloroformiate + linoleic acid (60-33-3) + 2,2'-iminobis[ethanol] (111-42-2) → Linoamide DEA (56863-02-6)

Conditions	Yield
With triethylamine In tetrahydrofuran; water	70%

linoleic acid (60-33-3) → Linoamide DEA (56863-02-6)

Conditions	Yield
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 View Scheme

linoleyl chloride (7459-33-8) + 2,2'-iminobis[ethanol] (111-42-2) → Linoamide DEA (56863-02-6)

Conditions	Yield
In dichloromethane at -40 - -10℃; Inert atmosphere;

linoleic acid (60-33-3) + 2,2'-iminobis[ethanol] (111-42-2) → Linoamide DEA (56863-02-6)

Conditions	Yield
Stage #1: linoleic acid; 2,2'-iminobis[ethanol] With benzotriazol-1-ol; triethylamine In dichloromethane for 0.25h; Cooling with ice; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Cooling with ice;

Linoamide DEA (56863-02-6) + epichlorohydrin (106-89-8) → C28H49NO5 (1421857-94-4)

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium hydroxide In water at 0 - 20℃; for 12.5h;

Upstream product

• 60-33-3 linoleic acid 
• 111-42-2 2,2'-iminobis[ethanol] 
• 7459-33-8 linoleyl chloride 

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