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Home > Encyclopedia > Lauric acid diethanolamide

Lauric acid diethanolamide

pharmaceutical raw materials
Lauric acid diethanolamide structure

Lauric acid diethanolamide 

structure
  • CAS No:

    120-40-1

  • Formula:

    C16H33NO3

  • Chemical Name:

    Lauric acid diethanolamide

  • Synonyms:

    Dodecanamide,N,N-bis(2-hydroxyethyl)-;N,N-Bis(2-hydroxyethyl)dodecanamide;N,N-Bis(2-hydroxyethyl)lauramide;Crillon LDE;Diethanollauramide;N,N-Diethanollauramide;N,N-Diethanollauric acid amide;Lauric acid diethanolamide;Lauric diethanolamide;Lauroyl diethanolamide;Lauryl diethanolamide;LDA;LDE;N,N-Bis(hydroxyethyl)lauramide;N,N-Bis(β-hydroxyethyl)lauramide;N,N-Diethylollauramide;Onyxol 345;Lauroyldiethanolamine;Ethylan MLD;Bis(2-hydroxyethyl)lauramide;Comperlan LD;N,N-Bis(2-hydroxyethyl)laurylamide;Lauramide DEA;Steinamid DL 203S;Unamide J 56;Clindrol Superamide 100L;Rewomid DLMS;Rewomid DL 203S;Standamid LD;Condensate PL;Synotol L 60;Emid 6511;Hetamide ML;Super Amide L 9A;Super Amide L 9C;Richamide 6310;Monamid 150LW;Varamide ML 1;Clindrol 200L;Stepan LDA;Richamide STD;N,N-Bis(2-hydroxyethyl)lauroylamide;N,N-Di(2-hydroxyethyl)lauramide;Schercomid SL-EX;Witcamide 5195;Clindrol 100L;Amisol LDE;N,N-Diethanoldodecanamide;Witcamide 5138;Mackamide LL;Mackamide LLM;Ninol AA 62 Extra;Lankrostat JP;Empilan LDE;Dehydat 10;Trisophone PK;Lalmin D;Stafoam DL;Nissan Stafoam DL;LDA (surfactant);Monamid 150LWA;Standamid LDS;Ninol 55LL;Ninol 52LL;Ninol AA 62;Diethanolamine lauroylamide;Tohol N 230X;Incromide LR;Ninol 50LL;Stremid K;N-Lauroyldiethanolamine;Mazamide LS 196;Ninol 30LL;Ninol 70SL;Detergent 6501;Denone 2863;Standamid LDS-RV;Pionin D 1110;Standarmi AC LDS-RV;Alkamide LE;15517-64-3;39341-48-5;83452-99-7;83590-20-9;92680-75-6;267663-44-5

  • Categories:

    Cosmetic Ingredient  >  Antistatic

Description

Lauric acid diethanolamine condensate (1/1) is an off-white waxy solid. (NTP, 1992)|Liquid; OtherSolid


Lauric acid diethanolamine condensate (1/1) is an off-white waxy solid. (NTP, 1992)|N,N-bis(2-hydroxyethyl)dodecanamide is a fatty amide.

Lauric acid diethanolamide Basic Attributes

287.43800

287.44

277-136-4

I29I2VHG38

DTXSID5025491

Wax|Amber liquid

2924199090

Characteristics

60.77000

2.72050

Lauric acid diethanolamine condensate (1/1) is an off-white waxy solid. (NTP, 1992)

1.057

38.7 °C

87-89 °C (12 mmHg)

86 °C

1.5346-1.5366

Sol in lower alcohols, propylene glycol, polyethylene glycols, insoluble in water.

1.15E-08mmHg at 25°C

pH = 9-11 (1% solution)

Insoluble in water.

Alcohols and Polyols

An alcohol and amide. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Safety Information

III

6.1

2206

R42:May cause sensitization by inhalation. R36/37/38:Irritating to eyes, respiratory system and skin . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .

S45-S36/37/39-S26-S23-S37/39-S28-S27

Xn

P264, P273, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P362, P391, P501

H315

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology & Carcinogenesis Studies of Lauric Acid Diethanolamine Condensate in F344/N Rats and B6C3F1 Mice. Technical Report Series No. 480 (1999) NIH Publication No. 99-3970 U.S. Department of Health and Human Services, National Toxicology Program, National Institute of Environmental Health Sciences, Research Triangle Park, NC 27709

Flash point data for this compound are unavailable, however, it is probably combustible. (NTP, 1992)

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.|Danger|H315 (47.44%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P305+P351+P338, P310, P321, P332+P313, P362, P391, and P501|Aggregated GHS information provided by 841 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

2 Year Study in Rats: Groups of 50 male and female F344/N rats were admin 0, 50 or 100 mg/kg lauric acid diethanolamine condensate/kg body weight in ethanol by dermal application for 104 or 105 wk. ... 2 Year Study in Mice: Groups of 50 male and 50 female B6C3F1 mice were admin 0, 100 or 200 mg lauric acid diethanolamine condensate/kg body weight in ethanol by dermal application for 105 or 106 wk. ... CONCLUSIONS: Under the conditions of these 2 yr dermal studies, there was no evidence of carcinogenic activity of lauric acid diethanolamine condensate in male or female F344/N rats admin 50 or 100 mg/kg or in male B6C3F1 mice admin 100 or 200 mg/kg. There was some evidence of carcinogenicity in female B6C3F1 mice based on incr incidences of hepatocellular neoplasms. ...

N,N-Di(2- hydroxyethyl)lauramide's use as a foam stabilizer and detergent(1) could result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: When dissolved in aqueous solutions, N,N-di(2-hydroxyethyl)lauramide will have soil mobility ranging from medium to high(3) based on estimated Koc values ranging from 52 to 221(1,2).|AQUATIC FATE: N,N-Di(2-hydroxyethyl)lauramide is essentially nonvolatile from water based upon an estimated Henry's Law constant of 2.16X10-12 atm cu m/mol(1,2,SRC). In natural river water, 98% of N,N-di(2-hydroxyethyl)lauramide was biodegraded in 6 days (20 mg/l)(3). Aquatic bioconcentration and adsorption to sediment are not expected to be important fate processes(SRC).|ATMOSPHERIC FATE: Based on an estimated vapor pressure of approximately 6.7X10-9 mm Hg at 25 °C(1), N,N-di(2- hydroxyethyl)lauramide will exist primarily in the particulate phase in the ambient atmosphere(2). In the vapor phase, it will degrade in the ambient atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of 8 hrs(3). Physical removal of particulate N,N-di(2- hydroxyethyl)lauramide from air is likely to occur through wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of N,N-di(2- hydroxyethyl)lauramide with photochemically produced hydroxyl radicals has been estimated to be approximately 48.1X10-12 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 8 hours at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

Based upon an estimated water solubility of 226 mg/l(1), the BCF of N,N-di(2-hydroxyethyl)lauramide can be estimated to be approximately 29 from a regression-derived equation(1). Based on this BCF value, bioconcentration is not expected to be an important fate process(SRC).

Using a structure estimation method based on molecular connectivity indexes, the Koc for N,N-di(2-hydroxyethyl)lauramide can be estimated to be about 52(1). The Koc for N,N-di(2-hydroxyethyl)lauramide can be estimated to be about 221 based on an estimated water solubility of 226 mg/L(2) and a regression derived equation(2). According to a suggested classification scheme(3), these estimated Koc values suggest that N,N-di(2-hydroxyethyl)lauramide soil mobility is medium to high(SRC).

The Henry's Law constant for N,N-di(2- hydroxyethyl)lauramide can be estimated to be 2.16X10-12 atm-cu m/mole using a structure estimation method(1). This value of Henry's Law constant indicates that N,N-di(2- hydroxyethyl)lauramide is essentially nonvolatile from water(2).

Detergents, such as N,N-di(2-hydroxyethyl)lauramide can be absorbed into the body by three routes: dermal contact, inhalation, and ingestion(1). NIOSH (NOES Survey 1981-1983) has statistically estimated that 780,592 workers are potentially exposed to N,N- di(2-hydroxyethyl)lauramide in the USA(2).

Drug Information

EXPTL USE: NONIONIC SURFACE-ACTIVE AGENTS POSSESSING ETHER OR AMIDE LINKAGES BETWEEN HYDROPHILIC & HYDROPHOBIC PORTIONS OF THE MOLECULE RAPIDLY INACTIVATED INFECTIVITY OF HERPES SIMPLEX VIRUSES. ACTIVITY STEMMED FROM ABILITY OF NONIONIC SURFACTANTS TO DISSOLVE LIPID-CONTAINING MEMBRANES. PROPRIETARY VAGINAL CONTRACEPTIVE FORMULATIONS CONTAINING NONIONIC SURFACTANTS ALSO INACTIVATED HERPES SIMPLEX VIRUS INFECTIVITY. NONIONIC SURFACTANTS IN APPROPRIATE FORMULATION MAY EFFECTIVELY PREVENT HERPES SIMPLEX VIRUS TRANSMISSION.

SYMPTOMS: Exposure to this compound causes local irritation. ACUTE/CHRONIC HAZARDS: This compound causes local irritation. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

lauramide DEA

Lauric acid diethanolamide Use and Manufacturing

Methods of Manufacturing

REACTION OF EITHER METHYL DODECANOATE (IN THE PRESENCE OF AN ALKALI METAL CATALYST) OR LAURIC ACID WITH DIETHANOLAMINE IN A 1:1 MOLAR RATIO

Uses

Corrosion inhibitors and anti-scaling agents


Cleaning and furnishing care products

Production

1,000,000 - 10,000,000 lb|(1979) 3.85X10+9 GRAMS|(1981) 1.67X10+9 GRAMS

MONAMIDS /IS/ TRADEMARK FOR GROUP OF DIALKYLOLAMIDES WHICH INCL VARIOUS GRADES OF COCONUT FATTY ACID MONOETHANOLAMIDE, COCONUT FATTY ACID MONOPROPANOLAMIDE, LAURIC ACID MONOETHANOLAMIDE, LAURIC ACID MONOISOPROPANOLAMIDE, & STEARIC ACID MONOETHANOLAMIDE. /MONAMIDS/|STEPAN /IS/ TRADEMARK FOR SERIES OF DETERGENT & DETERGENT INTERMEDIATES, INCL LAURYL SULFATES, ALKYLOLAMIDES, FATTY ALCOHOL ETHER SULFATES, LINEAR ALKYLATE SULFONATES & ETHOXYLATED NONIONICS. /STEPAN/|SUPER-AMIDE /IS/ TRADEMARK FOR HIGH-ACTIVITY FATTY ACID DIETHANOLAMINES. USED AS FOAM STABILIZERS, EMULSIFIERS, THICKENERS. /SUPER-AMIDE/|SYNOTOL /IS/ TRADEMARK FOR SERIES OF ALKANOLAMIDES OF FATTY ACIDS. USED AS FOAM BUILDERS, VISCOSITY IMPROVERS, WETTING AGENTS, DETERGENTS, & OPACIFIERS. /SYNOTOL/|As a paste, 6% free amine; as a liquid or wax, 5% free amine.

All other chemical product and preparation manufacturing|Dodecanamide, N,N-bis(2-hydroxyethyl)-: ACTIVE|Amides, C12-22, N,N-bis(hydroxyethyl): ACTIVE

VARIOUS COSMETICS WERE ANALYZED FOR FATTY ACID ALKANOLAMIDES INCL LAURIC ACID DIETHANOLAMIDE BY HIGH SPEED LIQUID CHROMATOGRAPHY.

Fatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl ethanolamines (endocannabinoids) [FA0804]|Cosmetics -> Antistatic; Foam boosting; Surfactant; Viscosity controlling

Computed Properties

Molecular Weight:287.44
XLogP3:3.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:287.24604391
Monoisotopic Mass:287.24604391
Topological Polar Surface Area:60.8
Heavy Atom Count:20
Complexity:216
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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