Product Name

  • Name

    N,N-bis(2-hydroxyethyl)stearamide

  • EINECS 202-280-1
  • CAS No. 93-82-3
  • Article Data9
  • CAS DataBase
  • Density 0.95 g/cm3
  • Solubility
  • Melting Point
  • Formula C22H45NO3
  • Boiling Point 516.3 °C at 760 mmHg
  • Molecular Weight 371.604
  • Flash Point 266 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 93-82-3 (N,N-bis(2-hydroxyethyl)stearamide)
  • Hazard Symbols
  • Synonyms AlkamideDS-280;Amisol SDE;Clindrol 868;Cyclomide SD;Diethanolamine stearic acidamide;Diethanolamine stearylamide;Diethanolstearamide;Electrostripper ES;Ethox 2984;Lipamide S;Monamid 718;N,N-Bis(2-hydroxyethyl)stearamide;N-Stearoyl diethanolamine;Onyxol 42;Schercomid ST;Stearamide DEA;Stearicacid diethanolamide;Stearyldiethanolamide;Unamide S;
  • PSA 60.77000
  • LogP 5.06110

Synthetic route

Methyl stearate
112-61-8

Methyl stearate

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

Conditions
ConditionsYield
With sodium hydroxide at 110℃; for 5h;82.58%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

stearic acid
57-11-4

stearic acid

N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

Conditions
ConditionsYield
With Candida antarctica lipase In acetonitrile at 50℃; for 24h; Kinetics;
Stage #1: 2,2'-iminobis[ethanol]; stearic acid 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;
Stage #1: 2,2'-iminobis[ethanol]; stearic acid at 145℃; for 5h; Inert atmosphere;
Stage #2: With sodium methylate at 80℃; for 3h; Temperature; Inert atmosphere;
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

Stearoyl chloride
112-76-5

Stearoyl chloride

N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonia In dichloromethane at -5℃; pH=10;
stearic acid
57-11-4

stearic acid

N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caprolactam; thionyl chloride / ethanol / -5 °C
2: ammonia; tert.-butylhydroperoxide / dichloromethane / -5 °C / pH 10
View Scheme
1,3-propanesultone
1120-71-4

1,3-propanesultone

N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

C28H55NO9S2(2-)*2Na(1+)

C28H55NO9S2(2-)*2Na(1+)

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran for 16h; Reflux;56.12%
N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

A

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

B

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With Candida antarctica lipase In acetonitrile at 50℃; for 24h; Kinetics;
oxirane
75-21-8

oxirane

N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

stearyl diethanolamide18EO adduct

stearyl diethanolamide18EO adduct

Conditions
ConditionsYield
Stage #1: N,N-bis(2-hydroxyethyl)stearamide; sodium hydroxide; tetramethyl ammoniumhydroxide In water at 80 - 90℃; under 15.0015 Torr; for 1h; dehydration;
Stage #2: oxirane In water at 80 - 90℃; for 3h; Product distribution / selectivity;
Stage #1: N,N-bis(2-hydroxyethyl)stearamide; sodium methylate at 80 - 90℃; under 15.0015 Torr; for 1h; dehydration;
Stage #2: oxirane at 80 - 90℃; for 3h; Product distribution / selectivity;
N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

epichlorohydrin
106-89-8

epichlorohydrin

C28H53NO5
1421857-92-2

C28H53NO5

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; sodium hydroxide In water at 0 - 20℃; for 12.5h;
N,N-bis(2-hydroxyethyl)stearamide
93-82-3

N,N-bis(2-hydroxyethyl)stearamide

molybdenum(VI) oxide

molybdenum(VI) oxide

C22H43MoNO5

C22H43MoNO5

Conditions
ConditionsYield
In toluene at 110℃; Inert atmosphere;

N,N-Bis(2-hydroxyethyl)octadecanamide Specification

The Octadecanamide,N,N-bis(2-hydroxyethyl)-, with the CAS registry number 93-82-3 and EINECS registry number 202-280-1, has the systematic name and IUPAC name of N,N-bis(2-hydroxyethyl)octadecanamide. It belongs to the product category of Home Care. And the molecular formula of the chemical is C22H45NO3.

The characteristics of Octadecanamide,N,N-bis(2-hydroxyethyl)- are as followings: (1)ACD/LogP: 7.13; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.13; (4)ACD/LogD (pH 7.4): 7.13; (5)ACD/BCF (pH 5.5): 153110.41; (6)ACD/BCF (pH 7.4): 153110.41; (7)ACD/KOC (pH 5.5): 179062.06; (8)ACD/KOC (pH 7.4): 179062.06; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 22; (12)Polar Surface Area: 38.77 Å2; (13)Index of Refraction: 1.478; (14)Molar Refractivity: 110.79 cm3; (15)Molar Volume: 391 cm3; (16)Polarizability: 43.92×10-24cm3; (17)Surface Tension: 38.1 dyne/cm; (18)Density: 0.95 g/cm3; (19)Flash Point: 266 °C; (20)Enthalpy of Vaporization: 90.73 kJ/mol; (21)Boiling Point: 516.3 °C at 760 mmHg; (22)Vapour Pressure: 8.1E-13 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(N(CCO)CCO)CCCCCCCCCCCCCCCCC
(2)InChI: InChI=1/C22H45NO3/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/h24-25H,2-21H2,1H3
(3)InChIKey: XGZOMURMPLSSKQ-UHFFFAOYAI

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