Dodecyldimethylamine oxide
-
Dodecyldimethylamine oxide
structure -
-
CAS No:
1643-20-5
-
Formula:
C14H31NO
-
Chemical Name:
Dodecyldimethylamine oxide
-
Synonyms:
1-Dodecanamine,N,N-dimethyl-,N-oxide;Dodecylamine,N,N-dimethyl-,N-oxide;Ammonyx AO;Ammonyx LO;DDNO;Dodecyldimethylamine oxide;n-Dodecyldimethylamine oxide;N,N-Dimethyldodecylamine oxide;Dimethyldodecylamine oxide;N,N-Dimethyl-n-dodecylamine oxide;Dimethyllaurylamine oxide;Lauryldimethylamine N-oxide;Aromox DMCD;Dimethylaurylamine oxide;N-Lauryldimethylamine N-oxide;Lauramine oxide;Conco XAL;Empigen OB;N-Lauryl-N,N-dimethylamine oxide;N,N-Dimethyl-1-dodecanamine oxide;Nissan Unisafe A-LM;Unisafe A-LM;Ninox L;Lauryldimethylamine oxide;Atlas CD 413;N-Dodecyl-N,N-dimethylamine oxide;Cyclomox L;Ammonyx DMCD 40;Amphitol 20N;Emcol L;Emal 20N;Rhodamox LO;Laurylamine oxide;Rhodamox L;Schercamox DML;Rewominox L 408;Emcol LO;Oxidet DM 20;Aromox DM 12D-W;Admox 12;Tomah AO 728;LDAO;Incromine oxide L;Ammonyx C10 Amine Oxide;Oxamin LO;Ninox DMCD 40;Aromox DM 12W;101CG;Aromox DM 12D;Softamine L;Aromox DM 12DW(C);N,N-Dimethyl-1-dodecanamine N-oxide;Dimethyldodecylamine N-oxide;Genaminox LA;DDAO;Barlox 12i;Ammonyx LO-E;AX 22;AX;AX (amine oxide);AX-S;MON 59121;AX-SS;OB 2;OB 2 (surfactant);Genaminox K 12;C 12AX;Amogen AOL;TAO 14;Unisafe A-LMR;n-Dodecyl-N,N-dimethylamine-N-oxide;Macat AO 12;Vicamox 401;N,N-Dimethyldodecylamine N-oxide;Mackamine LO;Wondamine OX 300;CFS 560;Aromox DMA 2DW;N,N-Dimethyl-N-dodecylamine N-oxide;Wondamin OX 300;ColaLux Lo;Lauryldimethylammonium oxide;Mackamine CO-SP;AX-CS;73502-08-6;135526-66-8;160714-02-3;163221-07-6;177162-47-9;209122-49-6;244235-92-5;311814-25-2;607690-42-6;934560-91-5;1447712-24-4;1616935-99-9;2306325-97-1
- Categories:
-
CAS No:
Description
Dimethyldodecylamine-n-oxide is a crystalline solid.|Liquid
Dimethyldodecylamine-n-oxide is a crystalline solid.|Dodecyldimethylamine N-oxide is a tertiary amine oxide resulting from the formal oxidation of the amino group of dodecyldimethylamine. It has a role as a plant metabolite and a detergent. It derives from a hydride of a dodecane.
Dodecyldimethylamine oxide Basic Attributes
229.4
229.40
1769927
216-700-6
4F6FC4MI8W
3249
DTXSID1020514
Very hygroscopic needles from dry toluene.
2921199090
Characteristics
18.1
5.3
Dimethyldodecylamine-n-oxide is a crystalline solid.
0.996 g/mL at 20ºC
132-133 °C
100ºC
113°C (closed cup)(235
n20/D 1.378
Insoluble in water.
2-8°C
6.2X10-8 mm Hg at 25 deg C (est)
Henry's Law constant = 6.6X10-11 atm-cu m/mole at 25 °C (est)
When heated to decomposition it emits toxic fumes of NOx.|Hydroxyl radical reaction rate constant = 2.7X10-11 cu cm/molecule-sec at 25 °C (est)
Hygroscopic (NTP, 1992).
Amines, Phosphines, and Pyridines
DIMETHYLDODECYLAMINE-N-OXIDE is less basic than the tertiary amine from which it is derived, but still reacts with strong acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Safety Information
III
8
UN 3259 8/PG 2
2
34-52/53
26-36/37/39-45-27
JR6650000
C
Stable at high concentrations of electrolytes and over a wide pH range /Monohydrate/
P264, P270, P273, P280, P301+P312, P305+P351+P338, P330, P337+P313, P391, P501
H302
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Cosmetic Ingredient Review; Final Report on the Safety Assessment of Lauramine Oxide and Stearamine Oxide; Journal of American College of Toxicology 13 (3): 231-45 (1994)
Flash point data for this compound are not available. It is probably nonflammable. (NTP, 1992)
|Danger|H302 (25.26%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P305+P351+P338, P310, P321, P330, P332+P313, P337+P313, P362, P391, and P501|Aggregated GHS information provided by 1198 companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P305+P351+P338, P330, P337+P313, P391, and P501|Not Classified|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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 chemical under refrigerated temperatures, and protect it from moisture. (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
LD50 Rat (female CD Sprague-Dawley) oral >20 g/kg /Undiluted formulation containing 0.3% active lauramine oxide/|LC50 Rat inhalation 5.3 g/mL/4 hr /Liquid droplet formulation containing 0.3% active lauramine oxide/
Lauramine oxide's production and use as a surfactant in dishwasher detergent, shampoo and soap(1), as a foam stabilizer, and textile antistatic agent(2) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5.5(SRC), determined from a water solubility of 190,000 mg/L(2) and a regression-derived equation(3), indicates that lauramine oxide is expected to have very high mobility in soil(SRC). Volatilization of lauramine oxide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.6X10-11 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Lauramine oxide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.2X10-8 mm Hg(SRC), determined from a fragment constant method(5). In aqueous biodegradation screening tests, lauramine oxide was 100% removed after 28 days as measured by liquid chromatography-mass spectrometry(6), suggesting that biodegradation in soil is an important fate process(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5.5(SRC), determined from a water solubility of 190,000 mg/L(2) and a regression-derived equation(3), indicates that lauramine oxide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 6.6X10-11 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 0.7(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). In aqueous biodegradation screening tests, lauramine oxide was 100% removed after 28 days as measured by liquid chromatography-mass spectrometry(6), suggesting that biodegradation in water is an important fate process(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), lauramine oxide, which has an estimated vapor pressure of 6.2X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase lauramine oxide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 14.1 hours(SRC), calculated from its rate constant of 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3) Particulate-phase lauramine oxide may be removed from the air by wet or dry deposition(SRC). Lauramine oxide does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
The rate constant for the vapor-phase reaction of lauramine oxide with photochemically-produced hydroxyl radicals has been estimated as 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 14.1 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Lauramine oxide is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Lauramine oxide does not contain chromophores that absorb at wavelengths >290 nm(2) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
An estimated BCF of 0.7 was calculated for lauramine oxide(SRC), using a water solubility of 190,000 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
The Koc of lauramine oxide is estimated as 5.5(SRC), using a water solubility of 190,000 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that lauramine oxide is expected to have very high mobility in soil.
The Henry's Law constant for lauramine oxide is estimated as 6.6X10-11 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that lauramine oxide is expected to be essentially nonvolatile from water surfaces(2). Lauramine oxide's Henry's Law constant indicates that volatilization from moist soil surfaces is not likely to occur(SRC). Lauramine oxide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.2X10-8 mm Hg(SRC), determined from a fragment constant method(3).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 91,001 workers (38,251 of these were female) were potentially exposed to lauramine oxide in the US(1). Occupational exposure may occur through dermal contact with this compound at workplaces where lauramine oxide is produced or used. The general population may be exposed to lauramine oxide via dermal contact with this compound and consumer products containing lauramine oxide(SRC).
Drug Information
Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics. (See all compounds classified as Surface-Active Agents.)|Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties. (See all compounds classified as Detergents.)
(1-Dodecyl-14C)lauramine oxide (10 mg with 100 uCi of 14C) was applied to the skin of two humans to study cutaneous absorption and metabolism of lauramine oxide. Ninety-two percent of the applied radioactivity was recovered from the skin of the test subjects 8 hr after dosing, and 0.1 and 0.23% of the radioactivity was recovered from the excretion products of the test subjects. The stratum corneum contained <0.2% of the applied dose.|Oral administration of a solution containing 50 mg (1-dodecyl-14C)lauramine oxide (100 uCi of 14C) to two humans resulted in excretion patterns of radioactivity similar to that of the other species studied. Fifty percent and 37% of the radioactivity was found in the urine within 24 hr of dosing, and expired 14C02 contained between 18 and 22% of the radioactivity administered.|Four Sprague-Dawley rats were given intraperitoneal injections of 22 mg (methyl-14C)lauramine oxide kg (specific activity 1.3 mCi/g). Sixty-seven percent of the total radioactivity was eliminated in the urine, 8% was expired as I4CO2, and 6% was eliminated in the feces within 24 hr. The distribution of radioactivity was essentially the same as that seen in rats given oral doses of lauramine oxide. The conclusion was that "... microbial metabolism by gastrointestinal flora does not play a major role in the absorption and excretion of [lauramine oxide] in rats."|Aqueous (methyl-14C)lauramine oxide (10 mg containing 1.3 mCi/g) was applied to the skin of four Sprague-Dawley rats to test metabolism and absorption of the compound. Over 72 hr, 14.2% of the total radioactivity was found in the urine, 2.5% in the CO2, and 1.8% in the feces. Radioactivity was detected in the liver, kidneys, testes, blood, and expired CO2.|For more Absorption, Distribution and Excretion (Complete) data for LAURAMINE OXIDE (7 total), please visit the HSDB record page.
Metabolic profiles for different species (rat, human, mouse, rabbit) did not have any significant differences in metabolites, but the degree of absorption, especially in cutaneous applications, varied from species to species.|Characterization of metabolites of lauramine oxide resulted in the positive identification of only one metabolite, N-dimethyl-4-aminobutyric acid N-oxide. Several pathways exist for metabolism of lauramine oxide: omega,beta-oxidation of alkyl chains (the most common pathway for surfactant metabolism), hydroxylation of alkyl chains, and reduction of the amine oxide group.|Urinary metabolites in rats, rabbits and humans suggested metabolism via omega, beta-oxidation of the aliphatic chain, amine oxide reduction and aliphatic, mid-chain hydroxylation. N,N-dimethyl-4-aminobutyric acid and its N-oxide accounted for 28, 28 and 23% in man, rats and rabbits, respectively.
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)
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)
Ammonyx LO
Dodecyldimethylamine oxide Use and Manufacturing
Put 300 kg of dimethyl dodecylamine, a small amount of water and a small amount of stabilizer into the reaction kettle, and raise the temperature to 50-55 ℃ with stirring, and start adding hydrogen peroxide dropwise, the dropwise amount is 55 kg. After the addition is complete, continue to heat up to 60 ~ 70 ℃, until no heat is released, cooling, discharging and filling to get the finished product.
This product is mainly used in dishwashing detergents and industrial liquid bleaching agents. It has the effect of foam stabilization, and can improve the compatibility of thickeners and the overall stability of the product.
Agricultural chemicals (non-pesticidal)
Agricultural products (non-pesticidal)
10,000,000 - 50,000,000 lb|(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS|(1981) 2.7X10+10 G (ESTIMATED)|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5408]|1-Dodecanamine, N,N-dimethyl-, N-oxide is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).
All other basic organic chemical manufacturing|1-Dodecanamine, N,N-dimethyl-, N-oxide: ACTIVE|"AROMOX" /IS/ TRADEMARK FOR A SERIES OF METHYLATED OR ETHOXYLATED AMINE OXIDES DERIVED FROM HIGH-MOLECULAR-WT ALIPHATIC AMINES. USES: FOAM & SUDS STABILIZERS IN DETERGENT & COSMETIC FORMULATIONS; SURFACTANTS. /AROMOX/
EPA Safer Chemical Functional Use Classes -> Surfactants|Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern|Cosmetics -> Antistatic; Cleansing; Foam boosting; Hair conditioning; Hydrotrope; Surfactant; Viscosity controlling
Computed Properties
Molecular Weight:229.40
XLogP3:5.3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:11
Exact Mass:229.240564612
Monoisotopic Mass:229.240564612
Topological Polar Surface Area:18.1
Heavy Atom Count:16
Complexity:146
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
foam booster, surfactant, emulsifier
Recommended Suppliers of Dodecyldimethylamine oxide
-
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of Chemical Pesticides,Food Additives,Agrochemicals,Active Pharm Ingredients,Flavors and Fragrances,Chemical Catalyst,Chemical Materials,Chem&Pharm Intermediates,Organic Intermediates,Feed AdditiveInquiryCAS No.: 1643-20-5Grade: Industrial GradeContent: 30% -
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of fine chemicals,pharmaceutical materials -
CN
2 YRS
Business licensedTrader Supplier of silver mercury,Cellulose acetate tow,SLES,LABSA,soap noodles,Lithium hydroxide,Ethylene glycol,2-Ethylhexyl alcohol,Gallium,Antimony trioxide,Indium,Antimony,iodine,Cinnabar,Titanium Dioxide,Paraffin wax,rosin gum,Rutile sand,Zirconium basic carbonate,Carboxymethyl CelluloseInquiryCAS No.: 1643-20-5Grade: Industrial GradeContent: 99% -
CN
3 YRS
Business licensedTrader Supplier of api,Intermediates,Organic Chemistry,Inorganic Chemistry,Daily Chemicals,Cosmetic Raw Materals,CATALYST AND AUXILIARY,FLAVORS AND FRAGRANCES,Chemical Pesticides,ADDITIVEInquiryCAS No.: 1643-20-5Grade: Pharmaceutical GradeContent: 99% -
CN
4 YRS
Business licensed Certified factoryManufactory Supplier of Flavors & Fragrances,Catalyst & Auxiliary,Intermediates,Dyes & Pigments,Inorganic Chemistry,petro chemicals,Surfactant,Food Additives,Water Treatment ChemicalsInquiryCAS No.: 1643-20-5Grade: Industrial GradeContent: 99%
Learn More Other Chemicals
-
Bismuth lead ruthenium oxide (Bi2Pb2Ru4O13)
11116-83-9
-
Bismuth zirconium oxide (Bi2Zr3O9)
12048-52-1
-
Calcium iron oxide (Ca2Fe2O5)
12013-62-6
-
Aluminum zinc oxide (Al2ZnO4) Formula
12068-53-0
-
Antimony lead oxide (Sb2PbO4) Formula
16450-50-3
-
Ammonium tungsten oxide ((NH4)2W4O13) Formula
12398-61-7
-
Cerium zirconium oxide (Ce2Zr2O7) Structure
12157-80-1
-
Cerium oxide sulfide (Ce2O2S) Structure
12442-45-4
-
What is Niobium oxide (NbO)
12034-57-0
-
What is Magnesium titanium oxide (Mg2TiO4)
12032-52-9