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120-40-1

Basic Information
CAS No.: 120-40-1
Name: LAURIC ACID DIETHANOLAMIDE
Article Data: 18
Molecular Structure:
Molecular Structure of 120-40-1 (LAURIC ACID DIETHANOLAMIDE)
Formula: C16H33NO3
Molecular Weight: 287.443
Synonyms: Denone 2863;Detergent 6501;Detergent 6502;Diethanolaminelauroylamide;Diethanollauramide;Duspar LA 2000;Emid 6511;Empilan LDE;Ethylan MLD;Hetamide ML;Incromide LR;Lauric aciddiethanolamide;Monamid 150LWA;N,N-Bis(2-hydroxyethyl)dodecanamide;N,N-Bis(2-hydroxyethyl)lauramide;N,N-Di(2-hydroxyethyl)lauramide;N,N-Diethanollauric acid amide;N-Dodecanoyldiethanolamine;N-Lauroyldiethanolamine;Ninaer;Ninol 30LL;Ninol50LL;Ninol 52LL;Ninol 55LL;Ninol 70SL;Ninol AA 62;Ninol AA 62 Extra;Nissan Stafoam DL;Onyxol 345;Pionin D 1110;
EINECS: 204-393-1
Density: 0.984 g/cm3
Melting Point: 45-48℃
Boiling Point: 443.2 °C at 760 mmHg
Flash Point: 221.9 °C
Solubility: insoluble in water
Appearance: Off-white waxy solid
Hazard Symbols: Xi
Risk Codes: 36/38
Safety: 26
PSA: 60.77000
LogP: 2.72050
Synthetic route
111-82-0

methyl n-dodecanoate

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
at 110℃; for 1h; Catalytic behavior; Reagent/catalyst;99%
at 110℃;99%
With sodium hydroxide at 100℃; for 5h;85%
With sodium hydroxide at 110℃; for 5h;84.24%
With Candida antarctica lipase In acetonitrile at 50℃; for 24h;56.5%
143-07-7

lauric acid

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
at 50 - 190℃; under 760.051 - 7500.75 Torr; Microwave irradiation;97%
With Candida antarctica lipase; calcium chloride In acetonitrile at 50℃; for 24h;76%
With Candida antarctica lipase In acetonitrile at 50℃; for 24h; Kinetics;49.5%
Stage #1: lauric 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;
112-16-3

n-dodecanoyl chloride

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
In methanol; diethyl ether88%
With chloroform at 15 - 20℃;
With tert.-butylhydroperoxide; ammonia In dichloromethane at -2℃; pH=9;
645-66-9

lauric anhydride

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
With Candida antarctica lipase In acetonitrile at 50℃; for 24h;35.8%
538-24-9

tridodecanoylglycerol

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
With Candida antarctica lipase In acetonitrile at 50℃; for 24h;31.1%
25859-09-0

2-(2-lauroyloxy-ethylamino)-ethanol

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
at 56℃; Geschwindigkeit der Isomerisierung;
106-33-2

ethyl laurate

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
Magnesol; sodium methylate In methanol at 70℃; for 1h; Kinetics;
methyl ester of Industrene 325

methyl ester of Industrene 325

111-42-2

2,2'-iminobis[ethanol]

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
sodium methylate In methanol at 50 - 70℃; for 6h;
143-07-7

lauric acid

120-40-1

N,N-bis-(2-hydroxy-ethyl)-lauramide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caprolactam; thionyl chloride / ethanol / -2 °C
2: ammonia; tert.-butylhydroperoxide / dichloromethane / -2 °C / pH 9
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  • Casno:

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    LAURIC ACID DIETHANOLAMIDE 120-40-1

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Lauric diethanolamide , with cas registry number of 120-40-1, has other registry numbers including 15517-64-3, 39341-48-5, 83452-99-7, 83590-20-9, 92680-75-6. Its IUPAC name is called N,N-bis(2-hydroxyethyl)dodecanamide . And its systematic name is also named as N,N-bis(2-hydroxyethyl)dodecanamide . Its superlist name include (1) Diethanolamide of methyl laurate ; (2) Dodecanamide, N,N-bis(2-hydroxyethyl)- ; (3) Lauric acid diethanolamine condensation ; (4) Lauroyl diethanolamide ; (5) N,N-Bis(2-hydroxyethyl)dodecanamide . According to its uses that this chemical  is the component of shampoo implicated in contact dermatitis, it belongs to the categories of Hair Care; Home Care; Skin Care.

Physical properties of Lauric diethanolamide are: (1) ACD/LogP: 3.94 ; (2) # of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 3.94 ; (4) ACD/LogD (pH 7.4): 3.94 ; (5) ACD/BCF (pH 5.5): 578.16 ; (6) ACD/BCF (pH 7.4): 578.16 ; (7) ACD/KOC (pH 5.5): 3301.24 ; (8) ACD/KOC (pH 7.4): 3301.24 ; (9) #H bond acceptors: 4 ; (10) #H bond donors: 2 ; (11) #Freely Rotating Bonds: 16 ; (12) Index of Refraction: 1.48 ; (13) Molar Refractivity: 82.99 cm3 ; (14) Molar Volume: 292 cm3 ; (15) Surface Tension: 39.6 dyne/cm ; (16) Density: 0.984 g/cm3 ; (17) Flash Point: 221.9 °C ; (18) Enthalpy of Vaporization: 80.88 kJ/mol ; (19) Boiling Point: 443.2 °C at 760 mmHg ; (20) Vapour Pressure: 1.02E-09 mmHg at 25°C.

Preparation of Lauric diethanolamide : this chemical can be prepared by 2,2'-azanediyl-bis-ethanol and dodecanoic acid .

The reaction occurs at the temperature of 50 ℃ using the reagents of Candida antarctica lipase and CaCl2 in the solvent of acetonitrile for 24 hours. The yield is about 76.0%.

You can still convert the following datas into molecular structure:
(1) SMILES:O=C(N(CCO)CCO)CCCCCCCCCCC;
(2) InChI:InChI=1/C16H33NO3/c1-2-3-4-5-6-7-8-9-10-11-16(20)17(12-14-18)13-15-19/h18-19H,2-15H2,1H3;
(3) InChIKey:AOMUHOFOVNGZAN-UHFFFAOYAZ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 2700mg/kg (2700mg/kg)   Journal of the Society of Cosmetic Chemists. Vol. 13, Pg. 469, 1962.