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Triallylamine

Triallylamine structure

Triallylamine 

structure
  • CAS No:

    102-70-5

  • Formula:

    C9H15N

  • Chemical Name:

    Triallylamine

  • Synonyms:

    2-Propen-1-amine,N,N-di-2-propen-1-yl-;Triallylamine;2-Propen-1-amine,N,N-di-2-propenyl-;N,N-Di-2-propen-1-yl-2-propen-1-amine;Tris(2-propenyl)amine;N,N-Di-2-propenyl-2-propen-1-amine;NSC 32635;44905-30-8;343314-28-3

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

dark brown liquid Triallylamine is a flammble liquid. Triallylamine can be detected at 0.5 ppm and is severely irritating at 75 ppm.A colorless liquid with a fishlike odor. Density 0.800 g / cm3 and insoluble in water. Hence floats on water. Flash point 103°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.


Triallylamine appears as a colorless liquid with a fishlike odor. Density 0.800 g / cm3 and insoluble in water. Hence floats on water. Flash point 103°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.


Triallylamine appears as a colorless liquid with a fishlike odor. Density 0.800 g / cm3 and insoluble in water. Hence floats on water. Flash point 103°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

Triallylamine Basic Attributes

137.22200

137.22

203-048-2

B6N19XC04R

32635

2610

DTXSID5026174

Liquid|Dark brown liquid

2942000000

Characteristics

3.24000

1.84640

Triallylamine appears as a colorless liquid with a fishlike odor. Density 0.800 g / cm3 and insoluble in water. Hence floats on water. Flash point 103°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

0.809 g/cm3 @ Temp: 20 °C

<-70 °C

155.5 °C

30.6ºC

n20/D 1.451(lit.)

H2O: 250 g/100 mL

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.

90 mm Hg ( 80 °C)

4.73 (vs air)

Ammonia-like

pKa= 8.31 (conjugate acid)

Freezing point: -70 °C|Conversion units: 1 mg/l equiv to 178 ppm, 1 ppm equiv to 5.61 mg/cu m

Flammable. Insoluble in water.

Amines, Phosphines, and Pyridines

Strong Reducing Agent

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.

5.4121X10+7 J/Kmol @ 200.00 K

Critical temperature: 592.00 K; Critical pressure: 2.4600X10+6 Pa

Safety Information

III

3

UN 2610

3

R10

S16; S26; S36/37/39; S45

XX5950000

C

Stable. Flammable. Incompatible with strong oxidizing agents.

P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P303+P361+P353, P304+P340, P305+P351+P338, P311, P312, P321, P330, P337+P313, P370+P378, P403+P233, P403+P235, P405, P501

H226

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.

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: 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. (ERG, 2016)|Flammable - 2nd degree, Reactive - 1st degree

|Danger|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 59 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P303+P361+P353, P304+P340, P305+P351+P338, P311, P312, P321, P330, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. 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)

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb with earth, sand or other non-combustible material and transfer to containers (except for Hydrazine). Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]: 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. (ERG, 2016)|Personnel protection: ... Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective gloves, boots, and goggles.

MODERATE FIRE RISK...|DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME.|Flammable liquid when exposed to heat, flame, or oxidizers.

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.

...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.

/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.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

... Mucous membrane irritation or chest discomfort in some at 12.5 ppm, increasingly frequent symptoms to 50 ppm, and irritant symptoms more severe at 75 to 100 ppm ... .|It may be very irritating to skin and eyes.|An eye and severe skin irritant.

Toxicity

LD50 Mouse oral 492 mg/kg|LD50 Mouse ip 187 mg/kg|LD50 Rabbit skin 400 mg/kg

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).

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 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).

3.55|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 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.

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).

...WARNING PROPERTIES ARE SUFFICIENTLY GOOD TO MAKE VOLUNTARY EXPOSURE IN CONCN THAT ARE SIGNIFICANT FOR SHORT-TERM EXPOSURE UNLIKELY. /ALLYLAMINES/

Drug Information

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

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

... 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

Triallylamine Use and Manufacturing

Methods of Manufacturing

Production: allyl chloride + ammonia (amine formation; coproduced with diallylamine/allylamine)

Uses

Intermediate.

Production

(1972) 4.54X10+5 GRAMS (ALLYLAMINES)|(1975) 9.08X10+5 GRAMS (ALLYLAMINES)

ESSENTIALLY 100% AS CHEMICAL INTERMEDIATE

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

Fire Hazards -> Flammable - 2nd degree, Reactive - 1st degree

Computed Properties

Molecular Weight:137.22
XLogP3:2.6
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:6
Exact Mass:137.120449483
Monoisotopic Mass:137.120449483
Topological Polar Surface Area:3.2
Heavy Atom Count:10
Complexity:92.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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