N,N-Di(2-hydroxyethyl)lauramide supplier

Name
LAURIC ACID DIETHANOLAMIDE
EINECS 204-393-1
CAS No. 120-40-1
Article Data18
CAS DataBase
Density 0.984 g/cm³
Solubility insoluble in water
Melting Point 45-48℃
Formula C₁₆H₃₃NO₃
Boiling Point 443.2 °C at 760 mmHg
Molecular Weight 287.443
Flash Point 221.9 °C
Transport Information
Appearance Off-white waxy solid
Safety 26
Risk Codes 36/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In methanol; diethyl ether	88%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 1120-71-4
1,3-propanesultone

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: sodium 3-(2-{N-[2-(3-sulfonatopropoxy)ethyl]dodecanamido}ethoxy)propane-1-sulfonate

Conditions

Conditions	Yield
With sodium hydroxide at 80℃; for 24h;	88%
With sodium hydroxide In tetrahydrofuran for 16h; Reflux;	54.25%

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 3282-30-2
pivaloyl chloride

: 63056-92-8
N,n-bis(2-trimethylacetoxyethyl)lauramide

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 98-88-4
benzoyl chloride

: 63056-90-6
N,n-bis(2-benzoyloxyethyl)lauramide

Conditions

Conditions	Yield
With pyridine In benzene

: 75-21-8
oxirane

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

lauryl monoglycerin ester10EO: lauryl monoglycerin ester10EO

Conditions

Conditions	Yield
Stage #1: N,N-bis-(2-hydroxy-ethyl)-lauramide; sodium hydroxide at 80 - 90℃; under 15.0015 Torr; for 1h; dehydration; Stage #2: oxirane at 80 - 90℃; for 20h; Product distribution / selectivity;
Stage #1: N,N-bis-(2-hydroxy-ethyl)-lauramide; tetramethyl ammoniumhydroxide In water at 80 - 90℃; under 15.0015 Torr; for 1h; dehydration; Stage #2: oxirane at 80 - 90℃; for 20h; Product distribution / selectivity;

: 75-21-8
oxirane

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

lauryl diethanolamide8EO adduct: lauryl diethanolamide8EO adduct

Conditions

Conditions	Yield
Stage #1: N,N-bis-(2-hydroxy-ethyl)-lauramide; 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;

: 75-21-8
oxirane

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

lauryl diethanolamide10EO adduct: lauryl diethanolamide10EO adduct

Conditions

Conditions	Yield
Stage #1: N,N-bis-(2-hydroxy-ethyl)-lauramide; 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-hydroxy-ethyl)-lauramide; sodium hydroxide at 80 - 90℃; under 15.0015 Torr; for 1h; dehydration; Stage #2: oxirane at 80 - 90℃; for 3h; Product distribution / selectivity;

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 106-89-8
epichlorohydrin

: 212916-06-8
C22H41NO5

Conditions

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

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: molybdenum(VI) oxide

: 119-36-8
methyl salicylate

: 2C16H31NO3(2-)*2C8H7O3(1-)*Mo(6+)

Conditions

Conditions	Yield
In water at 95℃; for 1h; Inert atmosphere;

...Expand

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 2215-21-6
3,5-diisopropylsalicylic acid

: molybdenum(VI) oxide

: 2C16H31NO3(2-)*2C13H17O3(1-)*Mo(6+)

Conditions

Conditions	Yield
In water at 95℃; for 1h; Inert atmosphere;

...Expand

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 69-72-7
salicylic acid

: molybdenum(VI) oxide

: 2C16H31NO3(2-)*Mo(6+)*2C7H5O3(1-)

Conditions

Conditions	Yield
Stage #1: salicylic acid; molybdenum(VI) oxide In water at 95℃; for 0.5h; Inert atmosphere; Stage #2: N,N-bis-(2-hydroxy-ethyl)-lauramide In water at 95℃; for 1h; Inert atmosphere;

...Expand

: N-lauroyl-N-methyl-beta-alanine

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: lauric acid diethanolamide-O,O'-bis(N-lauroyl-N-methyl-β-alanine)ester

Conditions

Conditions	Yield
at 120℃; under 15.0015 Torr; for 7h;	822 g

: N-lauroyl-N-methyl-beta-alanine

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 97-78-9
N-acyl sarcosinate

: lauric acid diethanolamide-O-(N-lauroyl-N-methyl-beta-alanine)-O'-(N-lauroyl-N-methyl-glycine)ester

Conditions

Conditions	Yield
at 120℃; under 15.0015 Torr; for 7h;	807 g

...Expand

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: 97-78-9
N-acyl sarcosinate

: lauric acid diethanolamide-O,O'-bis(N-lauroyl-N-methyl-glycine)ester

Conditions

Conditions	Yield
at 120℃; under 15.0015 Torr; for 7h;	793 g
at 130℃; under 15.0015 Torr; for 10h;	68.54 g
at 130℃; under 15.0015 Torr; for 10h;	68.54 g
at 130℃; under 15.0015 Torr; for 10h;	68.54 g
at 130℃; under 15.0015 Torr; for 10h;	68.54 g

: 120-40-1
N,N-bis-(2-hydroxy-ethyl)-lauramide

: molybdenum(VI) oxide

: C16H31MoNO5

Conditions

Conditions	Yield
In toluene at 105℃; Inert atmosphere;

N,N-Di(2-hydroxyethyl)lauramide Consensus Reports

Reported in EPA TSCA Inventory.

N,N-Di(2-hydroxyethyl)lauramide 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 CaCl₂in 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.

Product Name

LAURIC ACID DIETHANOLAMIDE

Synthetic route

N,N-Di(2-hydroxyethyl)lauramide Consensus Reports

N,N-Di(2-hydroxyethyl)lauramide Specification

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