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Home > Encyclopedia > Lauryldimethylamine

Lauryldimethylamine

Lauryldimethylamine structure

Lauryldimethylamine 

structure
  • CAS No:

    112-18-5

  • Formula:

    C14H31N

  • Chemical Name:

    Lauryldimethylamine

  • Synonyms:

    1-Dodecanamine,N,N-dimethyl-;Dodecylamine,N,N-dimethyl-;N,N-Dimethyl-1-dodecanamine;RC 5629;N,N-Dimethyldodecylamine;Dodecyldimethylamine;DDA;N,N-Dimethyllaurylamine;Monolauryl dimethylamine;Lauryldimethylamine;N-Lauryldimethylamine;N-Dodecyldimethylamine;Armeen DM 12D;N,N-Dimethyl-n-dodecylamine;DDA (corrosion inhibitor);Antioxidant DDA;N-Dodecyl-N,N-dimethylamine;Farmin DM 20;(Dimethylamino)dodecane;IPL 12;Empigen AB;Adma 12;Genamin LA 302D;Farmin DM 2098;NSC 7332;Barlene 12S;Toyocat D 60;Nissan Tertiary Amine BB;DM 2098;1-Dimethylaminododecane;Lipomin DM 12D;52622-54-5;83855-86-1;352546-19-1

  • Categories:

    Cosmetic Ingredient  >  Antistatic

Description

LiquidN,N-Dimethyldodecylamine is a colorless to light colored liquid at room temperature. Has the fishy odor that characterizes fatty amines. Very slightly soluble in water and denser than water. Industrial materials containing this compound typically are blends with closely similar alkyl compounds such as tetradecyldimethylamine and hexadecyldimethylamine. Used as intermediates in the manufacture of quaternary ammonium compounds for use in cleaning agents and cosmetics.


N,n-dimethyldodecylamine appears as a clear yellow liquid with a fishlike odor. Insoluble in water and less dense than water. Hence floats on water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.|Liquid


N,n-dimethyldodecylamine appears as a clear yellow liquid with a fishlike odor. Insoluble in water and less dense than water. Hence floats on water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.

Lauryldimethylamine Basic Attributes

213.4

213.40

269-923-6

6V2OM30I1Z

7332

2735

DTXSID1026906|DTXSID8041747

Liquid

29211990

Characteristics

3.2

5.9

N,n-dimethyldodecylamine appears as a clear yellow liquid with a fishlike odor. Insoluble in water and less dense than water. Hence floats on water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.

0.787 g/mL at 20 °C(lit.)

22 °C

260 °C

>230 °F

n 20/D 1.4375(lit.)

Negligible

Store in a cool, dry place. Keep container closed when not in use. Corrosives area.

<129 mm Hg ( 21 °C)

Insoluble in water.

Amines, Phosphines, and Pyridines

DODECYLDIMETHYLAMINE neutralizes 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 2735 8/PG 2

2

R22; R34

26-36/37/39-45-60-61

JR6600000

C,N

Stable under normal temperatures and pressures.

P201, P202, P260, P264, P270, P273, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P330, P363, P391, P405, P501

H302

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.

The flash point for this chemical is not available. However, it is probably combustible. (NTP, 1992)

|Danger|H302 (99.57%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P391, P405, and P501|Aggregated GHS information provided by 233 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (99.72%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 1084 companies from 26 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P403+P233, P405, and P501|P201, P202, P260, P264, P270, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P330, P363, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or a Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (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, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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)

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

A severe skin and eye irritant.

Toxicity

ADMIN TO RATS IN DRINKING-WATER WITH & WITHOUT SODIUM NITRITE. DIMETHYLDODECYLAMINE PLUS NITRITE INDUCED TUMORS OF URINARY BLADDER IN 10% OF TREATED RATS.

LD50 Rat oral 740 mg/kg

N,N-Dimethyl-1-dodecanamine's production and use as a corrosion inhibitor, acid-stable emulsifier and intermediate for cationic detergents(1) 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 21,700(SRC), determined from an estimated log Kow of 5.4(2,SRC) and a regression-derived equation(3), indicates that N,N-dimethyl-1-dodecanamine is expected to be immobile in soil(SRC). Volatilization of N,N-dimethyl-1-dodecanamine from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.9X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(4); however, adsorption may attenuate this process(SRC). N,N-Dimethyl-1-dodecanamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.016 mm Hg(SRC), determined from a fragment constant method(5). N,N-Dimethyl-1-dodecanamine, present at 100 mg/l, achieved 49.4% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 21,700(SRC), determined from an estimated log Kow of 5.4(2,SRC) and a regression-derived equation(3), indicates that N,N-dimethyl-1-dodecanamine is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 4.9X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4); however, adsorption may attenuate this process(SRC). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 6 days, respectively if adsorption is neglected(SRC). The volatilization half-life from a model pond is about 160 days when adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 310(SRC), from its estimated log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). N,N-Dimethyl-1-dodecanamine, present at 100 mg/l, achieved 49.4% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N,N-dimethyl-1-dodecanamine, which has an estimated vapor pressure of 0.016 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N,N-dimethyl-1-dodecanamine 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 4 hours(SRC), calculated from its rate constant of 9.3X10-11 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of N,N-dimethyl-1-dodecanamine with photochemically-produced hydroxyl radicals has been estimated as 9.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N,N-Dimethyl-1-dodecanamine is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental portion of the UV spectrum.

An estimated BCF of 310 was calculated for N,N-dimethyl-1-dodecanamine(SRC), using an estimated log Kow of 5.4(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

The Koc of N,N-dimethyl-1-dodecanamine is estimated as 21,700(SRC), using an estimated log Kow of 5.4(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that N,N-dimethyl-1-dodecanamine is expected to be immobile in soil(SRC).

The Henry's Law constant for N,N-dimethyl-1-dodecanamine is estimated as 4.9X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N,N-dimethyl-1-dodecanamine is expected to volatilize from water surfaces(2); however, adsorption may attenuate this process(SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 2 hours if adsorption is neglected(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 6 days if adsorption is neglected(SRC). The volatilization half-life from a model pond is about 164 days when adsorption is considered(3). N,N-Dimethyl-1-dodecanamine's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur; however adsorption may attenuate this process(SRC). N,N-Dimethyl-1-dodecanamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.016 mm Hg(SRC), determined from a fragment constant method(4).

N,N-Dimethyl-1-dodecanamine was identified, not quantified, in drinking water in the US(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 1,539 workers (469 of these are female) are potentially exposed to N,N-dimethyl-1-dodecanamine in the US(1). Occupational exposure to N,N-dimethyl-1-dodecanamine may occur through inhalation and dermal contact with this compound at workplaces where N,N-dimethyl-1-dodecanamine is produced or used(SRC).

Drug Information

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. 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)

THERMAL DECOMPOSITION OF TOBACCO ANTISUCKERING COMPD, INCL N,N-DIMETHYLDODECANAMINE WAS STUDIED IN RELATION TO POSSIBLE HEALTH HAZARD DURING SMOKING. AMMONIA, HYDROGEN CYANIDE, PHENOL, CRESOLS, BENZO[A]PYRENE, BENZO[E]PYRENE, BENZ[A]ANTHRACENE, CHRYSENE, & 1- & 2-NAPHTHOLS WERE IDENTIFIED AT 850 °C AS PYROLYSIS PRODUCTS OF N,N-DIMETHYLDODECANAMINE.

dodecyldimethylamine

Lauryldimethylamine Use and Manufacturing

Methods of Manufacturing

REACTION OF 1-DODECANOL WITH DIMETHYLAMINE; REACTION OF 1-DODECANAMINE WITH FORMALDEHYDE; REACTION OF COCONUT OIL ALKYL AMINE WITH FORMALDEHYDE OR COCONUT OIL ALCOHOLS WITH DIMETHYLAMINE (PRODUCES A MIXT OF N-ALKYL DIMETHYLAMINES)

Uses

Barlene(R) tertiary amines are used as chemical intermediates for the manufacture of quaternary ammonium compounds, amine oxide and betaine surfactants


Intermediates


Cleaning and furnishing care products

Production

10,000,000 - 50,000,000 lb|(1979) PROBABLY GREATER THAN 6.81X10+6 GRAMS|(1981) PROBABLY GREATER THAN 4.54X10+6 GRAMS

ARMEEN /IS/ TRADEMARK FOR SERIES OF HIGH-MOLECULAR-WT ALIPHATIC AMINES...DERIVED FROM COCO, SOYA OR TALLOW FATTY ACIDS. /ARMEEN/

All other basic organic chemical manufacturing|1-Dodecanamine, N,N-dimethyl-: ACTIVE|Amines, C12-18-alkyldimethyl: ACTIVE|APPLICATIONS: N,N-DIMETHYLDODECANAMINE WAS STRONG SUPPRESSOR OF BEETLE BROOD DEVELOPMENT, EVEN AT 50 PPM.

Cosmetics -> Antistatic; Hair conditioning

Computed Properties

Molecular Weight:213.40
XLogP3:5.9
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:11
Exact Mass:213.245649993
Monoisotopic Mass:213.245649993
Topological Polar Surface Area:3.2
Heavy Atom Count:15
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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