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N-(2-Hydroxyethyl)stearamide

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Name

N-(2-Hydroxyethyl)stearamide

EINECS 203-883-2
CAS No. 111-57-9 Density 0.905 g/cm3
PSA 49.33000 LogP 5.74730
Solubility 1mg/L at 20℃ Melting Point 103-104 °C(Solv: ethanol (64-17-5))
Formula C20H41NO2 Boiling Point 486.034 °C at 760 mmHg
Molecular Weight 327.551 Flash Point 247.744 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 111-57-9 (STEAROYL ETHANOLAMIDE) Hazard Symbols N/A
Synonyms

Monoethanolstearamide;N-(2-Hydroxyethyl)octadecanamide;N-(2-Hydroxyethyl)stearamide;N-Octadecanoylethanolamine;N-Stearoylethanolamine;NSC 3377;Stearic ethanolamide;Stearicethylolamide;Stearic monoethanolamide;Stearic monoethanolamine;Stearoylmonoethanolamide;

Article Data 33

N-(2-Hydroxyethyl)stearamide Synthetic route

141-43-5

ethanolamine

57-11-4

stearic acid

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
Stage #1: stearic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h;
Stage #2: ethanolamine In dichloromethane for 12h;
96%
Stage #1: stearic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 4h;
Stage #2: ethanolamine In ethanol at 20℃; for 0.5h; Inert atmosphere;
95.5%
Stage #1: stearic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: ethanolamine In dichloromethane; acetonitrile at 20℃; Inert atmosphere;
90%
111-63-7

vinyl stearate

141-43-5

ethanolamine

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
With sodium methylate at 80℃; for 1h; Neat (no solvent);95.4%
With sodium methylate at 80℃; for 1h; Concentration; Temperature; Time; Solvent;95.4%
141-43-5

ethanolamine

112-76-5

Stearoyl chloride

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 4.5h;95%
In tetrahydrofuran at 0 - 20℃; for 2h;81%
In tetrahydrofuran at 0 - 20℃; for 2h;81%
14464-32-5

stearic acid N-hydroxysuccinimide ester

141-43-5

ethanolamine

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2.5h;88%
141-43-5

ethanolamine

124-26-5

stearamide

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
Stage #1: stearamide With triethylamine; methyl chloroformate In dichloromethane at 0 - 20℃; for 2h;
Stage #2: ethanolamine In dichloromethane at 0 - 20℃; for 20h;
74%
111-63-7

vinyl stearate

141-43-5

ethanolamine

A

10287-60-2

O-stearoylethanolamine

B

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
With Novozym 435 In hexane at 45℃; for 5h; Enzymatic reaction;A 17.4%
B 72.3%
With Candida antarctica lipase for 20h; Concentration; Time; Enzymatic reaction;A 26.5%
B 61.6%
10287-60-2

O-stearoylethanolamine

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
at 20℃; Geschwindigkeit der Umlagerung in wss. Loesung vom pH 7.5 und 10;
111-61-5

stearic acid ethyl ester

141-43-5

ethanolamine

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
at 160℃; unter Abdestillieren des gebildeten Wassers;

C20H38O4

141-43-5

ethanolamine

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
In dichloromethane at 20℃; Cooling with ice;
57-11-4

stearic acid

111-57-9

N-stearoylethanolamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid
2: acetonitrile / 24 h
View Scheme

N-(2-Hydroxyethyl)stearamide Chemical Properties

Molecular Structure:

Molecular Formula: C20H41NO2
Molecular Weight: 327.545
IUPAC Name: N-(2-Hydroxyethyl)octadecanamide
Synonyms of Octadecanamide,N-(2-hydroxyethyl)- (CAS NO.111-57-9): Clindrol 200-MS ; Comperlan HS ; Cycloamide SM ; EINECS 203-883-2 ; Loramine S 280 ; Marlamid M 18 ; Monoethanolamine stearic acid amide ; N-(2-Hydroxyethyl)octadecanamide ; N-(2-Hydroxyethyl)stearamide ; N-(Hydroxyethyl)stearamide ; N-Stearoylethanolamine ; NSC 3377 ; Onyx Wax EL ; Stearamide MEA ; Stearamyl ; Stearic acid monoethanolamide ; Stearic ethanolamide ; Stearic ethylolamide ; Stearic monoethanolamide ; Stearic monoethanolamine ; Stearoylethanolamine ; Stearoylmonoethanolamide
CAS NO: 111-57-9 
Index of Refraction: 1.463
Molar Refractivity: 99.86 cm3
Molar Volume: 362.1 cm3
Surface Tension: 34.4 dyne/cm
Density: 0.904 g/cm3
Flash Point: 247.7 °C
Enthalpy of Vaporization: 86.61 kJ/mol
Boiling Point: 486 °C at 760 mmHg
Vapour Pressure: 1.74E-11 mmHg at 25°C

N-(2-Hydroxyethyl)stearamide Safety Profile

Safety Statements of Octadecanamide,N-(2-hydroxyethyl)- (CAS NO.111-57-9): 22-24/25 
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes.
WGK Germany: 2

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