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Propylamine

Propylamine structure

Propylamine 

structure
  • CAS No:

    107-10-8

  • Formula:

    C3H9N

  • Chemical Name:

    Propylamine

  • Synonyms:

    1-Propanamine;Propylamine;1-Aminopropane;Mono-n-propylamine;n-Propylamine;1-Propylamine;Monopropylamine;NSC 7490;Propan-1-ylamine;(n-Propan-1-yl)amine;3-Aminopropane;Propan-1-amine;42939-71-9

  • Categories:

    Organic Chemistry  >  Amides

Description

Propylamine is an organic compound with the chemical formula C3H9N. This compound typically appears as a colorless or pale yellow liquid and emits an ammonia-like odor. Due to its good solubility, propylamine can easily dissolve in water and various organic solvents, such as ethanol, ether, and chloroform. This property makes propylamine widely applicable in the chemical industry, serving as an intermediate for synthesizing other compounds or for producing pesticides, dyes, and resins. Additionally, propylamine is used in the manufacture of certain pharmaceuticals and surfactants, as well as serving as a catalyst in some chemical reactions. Due to its unique chemical properties and multifunctionality, propylamine plays an important role in industrial production, contributing significantly to the development of the chemical industry.

Propylamine Basic Attributes

59.11

59.11

1098243

203-462-3

I76F18D635

0941

7490

1277

DTXSID6021878

Colorless liquid

Characteristics

26

0.15

Clear colorless to pale yellow Liquid

0.719 g/cm3 @ Temp: 20 °C

-83 °C

48-49 °C

−35 °F

n20/D 1.388(lit.)

H2O: soluble

0-6°C

4.79 psi ( 20 °C)

2 (vs air)

Inhalation-rat LC50: 2310PPM/4 hours; inhalation-mouse LC50: 2500 mg/m3/2 hours

Inflammable in case of open flame, high temperature, oxidant; burning produces toxic nitrogen oxide fumes

2.1-13.6%(V)

Strong ammonia odor

Alkaline

1.48e-05 atm-m3/mole|Henry's Law constant = 1.48X10-5 atm-cu m/mole at 25 °C

pKa = 10.71 (conjugate acid)

CONVERSION UNITS: 1 MG/L= 414 PPM; 1 PPM= 2.42 MG/CU M|VAPOR PRESSURE: 400 MM HG AT 31.5 °C|Hydroxyl radical reaction rate constant = 3.3X10-11 cu cm/molec-sec at 25 °C (est)

Highly flammable. Slightly soluble in water.

Amines, Phosphines, and Pyridines

Highly Flammable

Colorless, alkaline liquid, very volatile (b. p. 48° C), moderately toxic, highly flammable. Dangerous fire hazard when exposed to heat, flame, sparks, or strong oxidizers. When heated to decomposition it emits toxic fumes of oxides of nitrogen. Incompatible with triethylaluminum, complex may explode on sublimation [Chini, P. et al., Chim. e Ind (Milan), 1962, 44, p. 1220].

604 °F (USCG, 1999)|604 °F (317 °C)|320 °C

-2365.3 kJ/mole at 25 °C (liquid)

Lower flammable limit: 2% by volume; Upper flammable limit: 10.4% by volume

The vapour is heavier than air and may travel along the ground; distant ignition possible.

31.27 kJ/mol at 25 °C

Critical temperature: 497.0 K; critical pressure = 4.72 MPa

Safety Information

II

3

UN 1277 3/PG 2

1

11-20/21/22-34-35-52/53

26-36/37/39-45-16-7/9-36-61

UH9100000

F,C

The warehouse is ventilated, low temperature and dry; stored separately from oxidants and acids

Explosive when mixed with air

Stable. Highly flammable. Note low flash point. Readily forms explosive mixtures with air. Incompatible with oxidising agents, strong acids. Store cool.

P210-P261-P273-P280-P305 + P351 + P338-P310

H225-H302-H311 + H331-H314-H412

[40 CFR 240-280, 300-306, 702-799 (7/1/2006)] Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U194, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U194, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.|/Absorb small spills with paper and/ burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected & atomized in suitable combustion chamber equipped with appropriate effluent gas cleaning device.

Violent reaction with oxidizers and mercury, strong acids, organic anhydrides, isocyanates, aldehydes, nitroparrafins, halogenated hydrocarbons, alcohols and many other compounds. Attacks many metals and alloys, especially copper. Aqueous solutions may attack glass.|Incompatible with triethynyl aluminum

Special Hazards of Combustion Products: Extreme danger, enter with great care. Thermal decomposition may produce nitrogen oxides, CO and/or CO 2 . Behavior in Fire: Keep away from heat and open flame; can react vigorously. (USCG, 1999)|Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.|Flammable - 3rd degree

|Danger|H225 (99.37%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, P370+P378, P390, P403+P233, P403+P235, P404, P405, and P501|Aggregated GHS information provided by 159 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (100%): 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 22 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P361, P363, 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)

Self-contained breathing apparatus, rubber or plastic gloves, splash-proof goggles or face shield. Protective equipment that will prevent contact of liquid or vapor with eyes, skin, and respiratory tract. (USCG, 1999)|Wear special protective clothing and positive pressure self-contained breathing apparatus.|If the use of respirators is necessary, the only respirators permitted are those that have been approved by the Mine Safety and Health Administration (formerly Mining Enforcement and Safety Administration) or by the National Institute for Occupational Safety and Health. ... Employees should be provided with and required to use impervious clothing, gloves, face shields (eight-inch minimum), and other appropriate protective clothing necessary to prevent any possibility of skin contact with liquid diethylamine, where skin contact may occur. ... Employees should be provided with and required to use splash-proof safety goggles where there is any possibility of liquid diethylamine or soln containing more than 0.5% by wt of diethylamine contacting the eyes. ... An eye-wash fountain should be provided within the immediate work area for emergency use. /Diethylamine/|Recommendations for respirator selection. Max concn for use: 200 ppm. Respirator Class(es): Any supplied-air respirator operated in a continuous flow mode. Eye protection needed. Any powered, air-purifying respirator with cartridge(s) providing protection against the compound of concern. Eye protection needed. Any chemical cartridge respirator with a full facepiece and cartridge(s) providing protection against the compound of concern. Any air-purifying, full-facepiece respirator (gas mask) with a chin-style, front- or back-mounted canister providing protection against the compound of concern. Any self-contained breathing apparatus with a full facepiece. Any supplied-air respirator with a full facepiece. /Diethylamine/|Recommendations for respirator selection. Condition: Emergency or planned entry into unknown concn or IDLH conditions: Respirator Class(es): Any self-contained breathing apparatus that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode. Any supplied-air respirator that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode in combination with an auxiliary self-contained breathing apparatus operated in pressure-demand or other positive-pressure mode. /Diethylamine/|Recommendations for respirator selection. Condition: Escape from suddenly occurring respiratory hazards: Respirator Class(es): Any air-purifying, full-facepiece respirator (gas mask) with a chin-style, front- or back-mounted canister providing protection against the compound of concern. Any appropriate escape-type, self-contained breathing apparatus. /Diethylamine/

FLAMMABLE LIQUID.

EXPLOSIVE LIMITS IN AIR 2 TO 10%|Explosive in the form of vapor when exposed to heat or flame.|The residue from sublimation of the complex with dioxane is explosive, and the complex should not be dried by heating.|Explosive limits , vol% in air: 2.0-10.4

Use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool. Solid streams of water may be ineffective and spread material.|If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. 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 "alcohol" foam, dry chemical or carbon dioxide.

VAPOR IS HEAVIER THAN AIR ... & MAY TRAVEL A CONSIDERABLE DISTANCE TO SOURCE OF IGNITION & FLASH BACK.

Overspread/spill with/ sufficient sodium bisulfate and sprinkle /with/ water. /Ethylamine/|Environmental considerations-land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.|Environmental considerations-water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses.|Environmental considerations-air spill: Apply water spray or mist to knock down vapors.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.|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.|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 disperse vapors and dilute standing pools of liquid.|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.

/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 PROPYLAMINE (8 total), please visit the HSDB record page.

This compound requires a shipping label of: "Flammable Gas." It falls into DOT Hazard Class 3 and Packing Group II.|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.

Irritating to skin, eyes, and repiratory system.

Remove all ignition sources. Evacuate danger area! Consult an expert! Personal protection: gas-tight chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Provision to contain effluent from fire extinguishing. Fireproof. Separated from strong oxidants, strong acids and food and feedstuffs. Dry. Well closed. Store in an area without drain or sewer access.

A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.

The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause lung oedema, but only after initial corrosive effects on eyes and/or airways have become manifest. Exposure could cause severe swelling of the throat.

Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the respiratory tract and lungs. This may result in chronic inflammation and impaired functions.

NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. Do NOT use compressed air for filling, discharging, or handling.

STRICT HYGIENE! IN ALL CASES CONSULT A DOCTOR!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Propylamine is produced, as an intermediate or a final product, by process units covered under this subpart.

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.

U194; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate.

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

U194; As stipulated in 40 CFR 261.33, when 1-propanamine, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

A propylamine concn of 400 ppm was detected in a 1980 waste sample which was discharged into the ocean 74 km north of Arebico, Puerto Rico from a pharmaceutical manufacturer(1). In a laboratory study, propylamine was detected in the automobile exhaust of two gasoline fueled vehicles, concn not specified(2). An estimated 600 tons of propylamine are annually released in industrial effluents from industrial manufacturers (rubber chemicals, dyestuffs, pharmaceuticals, agricultural chemicals, corrosion inhibitors, textile and leather finishing resins) and users of the compound(3).

SOURCE DOMINATED: Propylamine has been qualitatively detected in air samples collected at a cattle feed-yard(1); the source of the amines in cattle feed-yard air is likely released from animal waste and/or decomposing manure(1).

Toxicity

moderately toxic

LC50 Rat inhalation 2310 ppm/4 hr|LC50 Mouse inhalation 2500 mg/cu m/2 hr|LD50 Rabbit skin 560 mg/kg|LD50 Rat oral 570 mg/kg

/OTHER TERRESTRIAL SPECIES/ ... This research compared the toxicity and inhibition caused by three aliphatic amines (n-propylamine, ethylmethylamine, and trimethylamine) and their chlorinated derivatives. ... Acute toxicity assays were conducted by using a Microtox system with Phosphobacterium phosphoreum (also known as Vibrio fischeri) for the aliphatic amine compounds and their corresponding chlorinated derivatives, as identified by membrane introduction mass spectrometry (MIMS). Inhibition tests were conducted by using the oxygen utilization rate test with an enhanced nitrifier culture. ... Trimethylamine and n-propylamine caused greater inhibition to nitrifiers than did ethylmethylamine under similar concentrations. Nitrifier inhibition from these amines increased after chlorination.

... amines from decomposing fish ... /Amines/|Propylamine has been reported in various species of marine algae(1) and in Latakia tobacco leaf(2). Propylamine can occur as a bio-organic degradant(3) and as a volatile emission product from animal waste(4). Propylamine has also been detected in various foods(5).

Propylamine's production and use in dyestuffs, pharmaceuticals, agricultural chemicals, corrosion inhibitors, textile and leather finishing resins, and in manufacturing rubber chemicals(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 43(SRC), determined from a log Kow of 0.48(2) and a regression-derived equation(3), indicates that propylamine is expected to have very high mobility in soil(SRC). The pKa of propylamine is 10.71(4), indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of propylamine from moist soil surfaces is not expected to be an important fate process given its cationic state(SRC). Propylamine is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 310 mm Hg(6). Biodegradation of propylamine is expected to occur(7-9); a 102% theoretical BOD was measured after 13 days using a non-activated sludge inoculum(7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a log Kow of 0.48(2) and a regression-derived equation(3), indicates that propylamine is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 10.71(4) indicates propylamine will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation of propylamine is expected to occur(8-10); a 102% of theoretical BOD was measured after 13 days using a non-activated sludge inoculum(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propylamine, which has a vapor pressure of 310 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propylamine 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 12 hours(SRC), calculated from its rate constant of 3.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Propylamine 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 propylamine with photochemically-produced hydroxyl radicals has been estimated as 3.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 12 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the aqueous-phase reaction with photochemically-produced hydroxyl radicals has been determined to be 6.6X10+9 L/mol-sec at pH 8-13(2). This corresponds to an aqueous half-life of approximately 122 days at an aqueous hydroxyl radical concn of 1.0X10-17 mol/L(2). Propylamine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Propylamine does not contain chromophores that absorb at wavelengths >290 nm(3) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3 was calculated in fish for propylamine(SRC), using a log Kow of 0.48(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 propylamine is estimated as 43(SRC), using a log Kow of 0.48(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that propylamine is expected to have very high mobility in soil. The pKa of propylamine is 10.71(4), indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).

A pKa of 10.71(1) indicates propylamine will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces and moist soil surfaces is not expected to be an important fate process(2). Propylamine is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 310 mm Hg(3).

DRINKING WATER: Propylamine was qualitatively detected in District of Columbia drinking water(1).|SURFACE WATER: Propylamine was detected at a concn of 2.9 ppb in samples from the Elbe River in West Germany(1).

The following naturally occuring concns of propylamine (in mg/kg) were detected in various food products from W Germany: fresh rutabaga, 5.0; paprika, 2.3; paprika brine, 10.6; cucumber, 0.1-7.5; pepperoni, 1.4; pickled onions, 1.8; celery, 2.7; cheese, 2-8.7; brown bread, 1.6; freeze-dried coffee and coffee extract, trace-0.5(1). Propylamine has been qualitatively detected in wine, beer, rice, barley, malt, and corn(2,3).

... The presence of volatile aliphatic amines ... in human breast milk and amniotic fluid /was measured/ to assess their role in neonatal hypergastrinemia. These volatile nitrogenous amino acid metabolites have been previously demonstrated to stimulate gastrin release in in vivo and in vitro laboratory preparations. ... The present study ... demonstrated that these gastrin-stimulatory volatile amines were present in significant concentrations in breast milk during the first several weeks after parturition and in amniotic fluid. The individual amines that were identified in both human milk and amniotic fluid samples were methylamine, dimethylamine, ethylamine, trimethylamine, propylamine, isobutylamine, and butylamine. This study provides indirect evidence to support the possibility that the hypergastrinemia measured in the fetus/neonate during the period immediately before and after birth may be attributable, in part, to the ingestion of fluid containing high concentrations of gastrin-stimulating amines.

NIOSH (NOES Survey 1981-1983) has statistically estimated that 28 workers (0 of these are female) are potentially exposed to propylamine in the US(1). Occupational exposure to propylamine may occur through inhalation and dermal contact with this compound at workplaces where propylamine is produced or used(SRC). Monitoring and use data indicate that the general population may be exposed to propylamine via inhalation of ambient air, ingestion of food and drinking water, use of tobacco products and dermal contact with this compound and other products containing propylamine(SRC).

Drug Information

Sprague-Dawley rats were made acidotic or alkalotic. Intraperitoneal injections of free n-propylamine were given. Urine samples were collected and aliphatic amines, excreted chemicals, and urinary creatinine were measured. Excretion of n-propylamine was significantly higher in acidotic rats.

INHALATION: Mucous membrane and respiratory tract irritation. Tracheitis, bronchitis, pneumonitis, and pulmonary edema. EYES: Severe corneal damage or complete eye destruction. SKIN: Single drop-deep necrosis. INGESTION: Corrosive to G.I. tract. (USCG, 1999)

Call a physician. INHALATION: Remove to fresh air. If not breathing, give artificial respiration. Give oxygen if breathing is difficult. EYES: 15-Minute emergency eye washing. See physician as soon as possible. SKIN: Wash with soap and water. Flush for at least 15 minutes. Remove contaminated clothing. INGESTION: Wash mouth, drink water, get medical aid. (USCG, 1999)


Fresh air, rest. Half-upright position. Refer immediately for medical attention.


First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Refer immediately for medical attention.


Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). 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 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mg/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, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. 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 ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

/OTHER TOXICITY INFORMATION/ Vapor may injure eyes and respiratory tract ... .|/OTHER TOXICITY INFORMATION/ ... the presence of volatile aliphatic amines ... in human breast milk and amniotic fluid /was measured/ to assess their role in neonatal hypergastrinemia. These volatile nitrogenous amino acid metabolites have been previously demonstrated to stimulate gastrin release in in vivo and in vitro laboratory preparations. ... The present study ... demonstrated that these gastrin-stimulatory volatile amines were present in significant concentrations in breast milk during the first several weeks after parturition and in amniotic fluid. The individual amines that were identified in both human milk and amniotic fluid samples were methylamine, dimethylamine, ethylamine, trimethylamine, propylamine, isobutylamine, and butylamine. This study provides indirect evidence to support the possibility that the hypergastrinemia measured in the fetus/neonate during the period immediately before and after birth may be attributable, in part, to the ingestion of fluid containing high concentrations of gastrin-stimulating amines.

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion. Serious local effects by all routes of exposure.

Cough. Sore throat. Laboured breathing. Shortness of breath. Symptoms may be delayed.


Redness. Pain. Serious skin burns.


Watering of the eyes. Redness. Pain. Blurred vision. Severe burns. Loss of vision.

Propylamine Use and Manufacturing

Methods of Manufacturing

The preparation method uses n-propanol as a raw material to generate n-propionaldehyde through catalytic dehydrogenation, and then n-propanal is added with ammonia, dehydrated to obtain propylimine, and then hydrogenated. The catalyst is nickel-copper-alumina (Ni-Cu-Al2O3), the pressure is 49kPa, the reactor temperature is 190°C, and the molar ratio of propanol to ammonia is 1:1.5. C3H7OH[-H2]→C2H5CHO[NH3]→[-H2O]C2H5CH=NH[H2]→C3H7NH2

Uses

Solvent. Organic Synthesis. Production of medicines, pesticides, dyes, catalysts, etc.

Production

(1975) 2.73X10+8 GRAMS|(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5234]

ESSENTIALLY 100% AS A CHEMICAL INTERMEDIATE

Wholesale and retail trade|1-Propanamine, 3-(C10-16-alkyloxy) derivs.: ACTIVE|Pesticide, fertilizer, and other agricultural chemical manufacturing|1-Propanamine: ACTIVE|1-Propanamine, 3-(C16-22-alkyloxy) derivs.: INACTIVE|1-Propanamine, 3-(C12-18-alkyloxy) derivs.: INACTIVE|1-Propanamine, 3-(C6-12-alkyloxy) derivs.: ACTIVE|1-Propanamine, 3-(C14-18-alkyloxy) derivs.: INACTIVE|Aziridines are hydrogenated in the presence of typical hydrogenation catalysts to give alkyl amines.

ANALYTE: ALIPHATIC AMINES; MATRIX: AIR; PROCEDURE: ADSORPTION ON SILICA GEL; ELUTION WITH ACID; GC ANALYSIS. /ALIPHATIC AMINES/|INTERMEDIATES IN COLOR ADDITIVES; VOLATILE AMINES; TITRATION; DYE INDICATOR. /VOLATILE AMINES/|A GAS CHROMATOGRAPHY COLUMN PACKED WITH CHROMOSORB 102 TREATED WITH METHYLCHLOROSILANE & COATED WITH 5% POTASSIUM HYDROXIDE OFFERS EXCELLENT SEPARATION OF TRACES OF C1-C4 ALIPHATIC AMINES IN ISOTHERMAL & TEMPERATURE PROGRAMMING OPERATIONS. GAS CHROMATOPRAPHY DETECTION LIMITS FOR C3-C4 AMINES IN AIR IS 0.05 NG USING NP-FLAME IONIZATION DETECTOR. /ALIPHATIC AMINES/|SFSAS Method SFSAS_29: Organics in Biological Tissue: Extraction and Analysis of Organics in Biological Tissue; capillary gas chromatography with low resolution mass spectrometry, biological tissue, detection limit of 0.050 mg/kg.|Method: EPA-OSW 8260B; Procedure: gas chromatography/mass spectrometry; Analyte: 1-aminopropane; Matrix: various; Detection Limit: not provided.

Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Fire Hazards -> Flammable - 3rd degree

Flavoring Agents

Computed Properties

Molecular Weight:59.11
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:59.073499291
Monoisotopic Mass:59.073499291
Topological Polar Surface Area:26
Heavy Atom Count:4
Complexity:7.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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