Triallylamine

Nitrogen Compounds -> Amines, Aliphatic

Flammable agents - 2nd degree

log Kow= 2.59

2.59

0.809 at 68 °F (NTP, 1992) - Less dense than water; will float

0.809 @ 20 °C

Liquid

Dark brown liquid

2.5 mg/mL (NTP, 1992)

Soluble in ethanol, ethyl ether, acetone, and benzene

In water, 2,500 mg/l @ 25 °C

103 °F (NTP, 1992)

103 °F OC.

311 to 313 °F at 760 mmHg (NTP, 1992)

155.5 °C

-94 °F (NTP, 1992)

less than -70 °C

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 165 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

Chemical: 2-Propen-1-amine, N,N-di-2-propenyl-

2-Propen-1-amine, N,N-di-2-propen-1-yl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propen-1-amine, N,N-di-2-propen-1-yl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 14-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22309

2-Propen-1-amine, N,N-di-2-propenyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

· Flammable/combustible material.

MODERATE FIRE RISK...

DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME.

Flammable liquid when exposed to heat, flame, or oxidizers.

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

· May cause toxic effects if inhaled or ingested.

Subjects recognize an offensive odor at about 0.5 ppm and have more severe symptoms of coughing and nausea at 75-100 ppm. In animal studies, it can cause pneumonitis and liver/kidney injury after heavy inhalation exposures. Death occurs after repeated exposures to 100-200 ppm. [HSDB] Corrosive to the skin, respiratory tract, and eyes; May cause halo vision at lower concentrations; May induce acute pulmonary edema; Causes dizziness at 100 ppm; [CHEMINFO] Triallylamine is a skin irritant. [Quick CPC]

TRIALLYLAMINE is a strong reducing agent that reacts violently with oxidizing agents. Corrosive towards Al and Zn [Handling Chemicals Safely 1980 p. 912]. 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.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Fire or Explosion: Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Health: May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for TRIALLYLAMINE (8 total), please visit the HSDB record page.

Triallylamine

UN2610

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG III: the degree of danger presented by the material is minor

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

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.

General First Aid:

FOAM, ALCOHOL FOAM, FOG.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.

IN GENERAL, MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS ... SHOULD BE STORED IN A COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, & SHOULD BE PERIODICALLY INSPECTED ... . INCOMPATIBLE MATERIALS SHOULD BE ISOLATED FROM EACH OTHER.

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.

...CHARACTERISTIC AMMONIACAL ODORS & IRRITANT PROPERTIES @ LOW CONCN WOULD AFFORD ADEQUATE WARNING. ...RECOMMENDED GOOD VENTILATION WHERE ALLYLAMINES WERE PRESENT & CARE TO PREVENT SKIN CONTACT. /ALLYLAMINES/

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors.

Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with the material anticipated, wear appropriate chemical protective clothing.

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.

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

Immediate precautionary measure

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

Personnel protection: ... Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective gloves, boots, and goggles.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 611(SRC), determined from a measured log Kow of 2.59(2) and a regression-derived equation(3), indicates that triallylamine is expected to have low mobility in soil(SRC). According to the Henry's Law constant of 2.63X10-4 atm-cu m/mole, derived from its vapor pressure, 3.64 mm Hg(5), and water solubility, 2500 mg/l, volatilization from moist soil surfaces is expected. However, the pKa of triallylamine is 8.31(6), indicating that this compound will partially exist in the protonated form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Thus volatilization from moist soil surfaces is not expected to be an important fate process. Furthermore, the pKa suggests that the mobility of the compound will be further reduced. The potential for volatilization of triallylamine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 3.64 mm Hg(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 611(SRC), determined from a measured log Kow of 2.59(2) and a regression-derived equation(3), indicates that triallylamine is expected to adsorb to suspended solids and sediment(SRC). Adsorption will be enhanced as the pKa of triallylamine is 8.31(8), indicating that this compound will exist in the protonated form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Based upon an estimated Henry's Law constant of 2.63X10-4 atm-cu m/mole, derived from its vapor pressure, 3.64 mm Hg(4), and water solubility, 2500 mg/l(7), volatilization may occur(3). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7 hours and 6 days, respectively(SRC). However the existence of the compound in the protonated form will attenuate volatilization and thus it will not be an important fate process. According to a classification scheme(5), a BCF of 2.0-4.8(9), and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation may not be an important fate process. Triallylamine, present at 100 mg/l, reached 1% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triallylamine, which has a vapor pressure of 3.64 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase triallylamine 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 2 hrs(SRC), calculated from its rate constant of 1.7X10-10 cu cm/molecule-sec at 25 °C(3), determined using a structure estimation method(3).

The Koc of triallylamine is estimated as 611(SRC), using a log Kow of 2.59(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that triallylamine is expected to have low mobility in soil. The pKa of triallylamine is 8.31(4), indicating that this compound will partially exist in the protonated form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Thus mobility of triallylamine is further reduced.

... RECOGNIZABLE @ 0.5 PPM, MUCOUS MEMBRANE IRRITATION OR CHEST DISCOMFORT IN SOME @ 12.5 PPM, INCREASINGLY FREQUENT SYMPTOMS TO 50 PPM, IRRITANT SYMPTOMS MORE SEVERE @ 75 TO 100 PPM WITH UNPLEASANT SYSTEMIC SYMPTOMS INCL NAUSEA, VERTIGO, & HEADACHE.

Triallyl amine /vapors on human subjects/ @ 0.5 ppm had noticeable but musty rather than offensive odor. At 50 to 100 ppm it caused increasing irritation, coughing ... .

In general allyl amines irritated nose & throat @ lower concn than were irritant to eyes. Vapors are so unpleasant that it is unlikely human beings would voluntarily submit to systematically dangerous conc. /Allyl amines/

UNLIKE SATURATED LOWER ALKYLAMINES, SECONDARY & TERTIARY ALLYLAMINES ARE LESS TOXIC THAN MONOALLYLAMINE. ...DECR ACUTE ORAL & PERCUTANEOUS TOXICITY FROM MONO-ALLYLAMINE TO TRIALLYLAMINE...TRIALLYLAMINE SHOWED INCR RELATIVE TOXICITY AS COMPARED TO DIALLYLAMINE ON INHALATION.

Triallylamine's use as an intermediate in organic synthesis(1), its use as an unsaturated polyester resin comonomer and in crosslinking comonomers(2), and its use as an initiator for the polymerization of butadiene (3) may result in its release to the environment through various waste streams(SRC).

During a 6 week period, BCFs of 2.0-2.8 and 2.3-4.8 were calculated for triallylamine at concentrations of 0.1 and 0.01 mg/l(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

The Henry's Law constant for triallylamine is estimated as 2.63X10-4 atm-cu m/mole, derived from its vapor pressure, 3.64 mm Hg(1), and water solubility, 2500 mg/l(2). This Henry's Law constant indicates that triallylamine is expected to volatilize from water surfaces(3). 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)(3) is estimated as 7 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 6 days(SRC). Triallylamine's estimated Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). The pKa of triallylamine is 8.31(4), which indicates this compound will partially exist in the protonated form in water and moist soil adn the protonated form will not volatilize. The potential for volatilization of triallylamine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 3.64 mm Hg(1).

TESTED BY DROPPING ON RABBIT EYES ... TRIALLYL AMINE WAS MILDLY IRRITATING.

...TRIALLYLAMINE WAS MILDLY IRRITATING /TO SKIN & EYES/. ACUTE EXPOSURES TO VAPORS PRODUCED...RESP TRACT IRRITATION. PATHOLOGICAL CHANGES...IN RATS FOLLOWING REPEATED INHALATION INCL CHEMICAL PNEUMONIAS & SOME LIVER & KIDNEY DAMAGE. ...MYOCARDITIS, WHICH OCCURRED AFTER REPEATED INHALATION OF ALL 3 ALLYLAMINES.

REPEATED INHALATION FOR RATS, 7 HRX50, CHANGE IN LIVER OR KIDNEY WT AT 100 PPM; REDUCED GROWTH AT 200 PPM; DEATHS AT 200 PPM, 1/15 OCCURRED @ 100 PPM. /FROM TABLE/

Triallylamine (TAA) was tested for mutagenicity in the Salmonella/microsome preincubation assay using a protocol approved by the National Toxicology Program. TAA was tested over a wide range of doses (0, 33, 100, 333, 1000, 3333, and 10,000 ug/plate) in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. TAA was negative in these tests and the highest ineffective dose level tested (not causing a clearing of the background lawn) in any Salmonella tester strain was 3333 ug/plate.

The rate constant for the vapor-phase reaction of triallylamine with photochemically-produced hydroxyl radicals has been estimated as 1.7X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the reaction of triallylamine with ozone has been estimated as 3.6X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(2). This corresponds to an atmospheric half-life of about 8 hours at an atmospheric concentration of 7X10+11 mol/cu cm(2).

Triallylamine's use as an intermediate in organic synthesis, its use as an unsaturated polyester resin comonomer and in crosslinking comonomers, and its use as an initiator for the polymerization of butadiene may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 3.64 mm Hg at 25 °C indicates triallylamine will exist solely as a vapor in the ambient atmosphere. Vapor-phase triallylamine will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 2.0 hrs. If released to soil, triallylamine is expected to have low mobility based upon an estimated Koc of 611. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 2.63X10-4 atm-cu m/mole. The pKa of triallylamine is 8.31, indicating that this compound will partially exist in the protonated form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Volatilization from moist soil surfaces maybe hindered because the cation is not expected to volatilize. Triallylamine may volatilize from dry soil surfaces based upon its vapor pressure. Biodegradation may not be an important fate process as suggested by a standard aqueous biodegradation test. If released into water, triallylamine is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 7 hrs and 6 days, respectively. However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The pKa of triallylamine is 8.31, indicating that this compound will partially exist in the protonated form in the environment and cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Thus volatilization from water and moist soil surfaces as well as mobility in soil will be greatly reduced. A BCF of 2.0-4.8 suggests bioconcentration in aquatic organisms is low. Occupational exposure to triallylamine may occur through inhalation and dermal contact with this compound at workplaces where triallylamine is produced or used. (SRC)

Used as a chemical intermediate to produce ion exchange resins and rubber; [HSDB]

CHEMICAL INTERMEDIATE FOR ION EXCHANGE RESINS & RUBBER

Intermediate

Used as unsaturated polyester resin comonomer; crosslinking comonomer

As an initiator for the polymerization of butadiene

2023: 50,000 - <250,000 lb

(1972) 4.54X10+5 GRAMS (ALLYLAMINES)

(1975) 9.08X10+5 GRAMS (ALLYLAMINES)

All Other Basic Organic Chemical Manufacturing

2-Propen-1-amine, N,N-di-2-propen-1-yl-: ACTIVE