ChemicalBook > Product Catalog > Organic Chemistry > Amides > Acyclic polyamines and their derivatives > Propylamine
Propylamine Chemical Properties
- Melting point:-83 °C
- Boiling point:48 °C(lit.)
- Density 0.719 g/mL at 25 °C(lit.)
- vapor density 2 (vs air)
- vapor pressure 4.79 psi ( 20 °C)
- refractive index n
- FEMA 4237 | PROPYLAMINE
- Flash point:−35 °F
- storage temp. 0-6°C
- solubility water: soluble0.4 part(lit.)
- pka10.6(at 20℃)
- form Liquid
- color Clear colorless to pale yellow
- Specific Gravity0.7173
- PH12.6 (100g/l, H2O, 20℃)
- Odor Threshold0.061ppm
- explosive limit2.1-13.6%(V)
- Water Solubility soluble
- Sensitive Air Sensitive
- JECFA Number1580
- Merck 14,7843
- BRN 1098243
- Exposure limitsNo exposure limit has been set. Based on its similarity to ethylamine in irritation and toxicity, a TLV-TWA of 10 ppm (～24 mg/m3) should be appropriate. .
- Stability:Stable. Highly flammable. Note low flash point. Readily forms explosive mixtures with air. Incompatible with oxidising agents, strong acids. Store cool.
- CAS DataBase Reference107-10-8(CAS DataBase Reference)
- NIST Chemistry Reference1-Propanamine(107-10-8)
- EPA Substance Registry SystemPropylamine (107-10-8)
- Hazard Codes F,C
- Risk Statements 11-20/21/22-34-35-52/53
- Safety Statements 26-36/37/39-45-16-7/9-36-61
- RIDADR UN 1277 3/PG 2
- WGK Germany 1
- RTECS UH9100000
- F 34
- Autoignition Temperature604 °F
- TSCA Yes
- HS Code 2921 19 99
- HazardClass 3
- PackingGroup II
- Hazardous Substances Data107-10-8(Hazardous Substances Data)
- ToxicityLD50 orally in rats: 0.57 g/kg (Smyth)
Propylamine Usage And Synthesis
- Chemical Propertiesn-Propylamine is a water-white liquid with a strong irritating odor similar to that of ammonia
- Chemical PropertiesPropylamine is very basic, therefore it tends to readily form salts with acids. Its reactivity is similar to that described for the other short chain aliphatic amines (Astel 1961).
- Usesn-Propylamine is used as an intermediate inmany organic reactions.
- Production MethodsThere are several methods employed in the manufacture of propylamine. Typically, ammonia and propanol are reacted over a dehydration catalyst at high temperature and pressure. Ammonia, propanol, and hydrogen can also be reacted over a dehydrogenation catalyst such as metallic silver. Propylamine can also be synthesized from propionaldehyde and ammonia with a Raney nickel catalyst (Schweizer et al 1978).
- Aroma threshold valuesHigh strength odor; ammoniacal type; recommend smelling in a 0.10% solution or less.
- General DescriptionA clear colorless liquid with an ammonia-like odor. Flash point -35°F. Less dense than water and soluble in water. Vapors are heavier than air. Produces toxic oxides of nitrogen during combustion. Used in chemical analysis and to make other chemicals.
- Air & Water ReactionsHighly flammable. Slightly soluble in water.
- Reactivity ProfileColorless, 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 Propylamine 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].
- HazardHighly flammable, dangerous fire risk, explosive limits in air 2–10%, use alcohol foam to extinguish. Strong irritant to skin and tissue.
- Health Hazardn-Propylamine is a strong irritant and a mod erately toxic substance. the toxic routes areinhalation, ingestion, and absorption throughthe skin. Contact of the liquid on the skincan cause burns and possibly skin sensitization. Irritation in the eyes from exposure tohigh concentrations can be severe. It is a respiratory tract irritant, similar to ethylamine.Inhalation of 2300 ppm of n-propylamine for4 hours caused labored breathing, hepatitis,and hepatocellular necrosis in rats. It is somewhat less toxic than ethylamine by oral anddermal routes.
LC50 value, inhalation (mice): 2500 mg/m3/2 hr
LD50 value, oral (rats): 570 mg/kg
LD50 value, skin (rabbits): 560 mg/kg.
- Fire HazardHighly flammable liquid; flash point (closed
cup) -37°C (-35°F); vapor density 2.0
(air = 1), vapor can travel a considerable distance to a source of ignition and flash back;
autoignition temperature 318°C (604°F); fire extinguishing agent: dry chemical, CO2, or
“alcohol” foam; water should be used to keep
fire-exposed containers cool and to flush and
dilute the spill.
n-Propylamine forms explosive mixtures in air; LEL and UEL values are 2.0% and 10.4% by volume in air, respectively. There is no report of explosion associated with this compound. It is expected to exhibit violent reactions characteristic of lower aliphatic primary amines .
- Industrial usesPropylamine is important as a chemical intermediate for rubber chemicals, dyestuffs, propyl isocyanate, textile and leather finishing resins and corrosion inhibitors. It is also used in the production of pharmaceuticals such as Prilocaine, pesticides including Profluralin and in petroleum additives. In 1976, 500 tons of propylamine were manufactured in the U.S. (HSDB 1988).
- Safety ProfileModerately toxic by inhalation, ingestion, and skin contact routes. A skin and severe eye irritant. Possibly a skin sensitizer. Very dangerous fire hazard when exposed to heat, flame, or oxidizers. Explosive in the form of vapor when exposed to heat or flame. To fight fire, use alcohol foam. When heated to decomposition it emits toxic fumes of NOx. Incompatible with triethynyl aluminum. See also AMINES.
- Potential ExposurePropylamine is used to make textile resins, drugs, pesticides, and other chemicals.
- MetabolismTo date, there are several studies which indicate that propylamine may be
metabolized in many animal species, including man. When propylamine hydrochloride
was administered to humans orally, little of the parent compound was
recovered in the urine (Rechenberger 1940). It has also been reported that dogs are
capable of metabolizing propylamine (Bernhard 1938). McEwen et al (1966)
demonstrated that monoamine oxidase, purified from rabbit serum, was capable of
oxidizing propylamine, although less actively than substituted phenylethylamines
such as dopamine. Further characterization revealed that the protonated amine is
bound by an unprotonated enzyme group, that the enzyme active site is composed
of hydrophobic residues, and that interaction of the amine residues determines
maximal velocity and affinity constant (McEwen and Sober 1967). Oxidation of
the amine could be stimulated by the presence of aliphatic alcohols which
apparently bond in a tertiary complex with the enzyme and substrate, thereby
increasing the effectiveness of substrate binding.
Other investigators have provided evidence that propylamine may not be a substrate for tissue monoamine oxidase. When given intraperitoneally to rats it had no effect on the liver enzyme and little effect on activity in the brain (Valiev 1974). Early work by Pugh and Quastel (1937) indicated that slices of rat brain did not metabolize propylamine.
- ShippingUN1277 Propylamine, Hazard Class: 3; Labels: 3-Flammable liquid, 8-Corrosive material.
- Purification MethodsDistil the amine from zinc dust, under reduced pressure, in an atmosphere of nitrogen. [Beilstein 4 IV 464.]
- IncompatibilitiesVapors may form explosive mixture with air. Violent reaction on contact with oxidizers and mercury, strong acids; organic anhydrides; isocyanates, aldehydes, nitroparrafins, halogenated hydrocarbons; alcohols and many other compounds. Attacks many metals and alloys, especially those of copper. Aqueous solution is acidic and may attack glass.
- Waste DisposalConsult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.
Propylamine Preparation Products And Raw materials
- Preparation ProductsMolosultapDipropylaminepalladium catalyst supported by poly (2, 6-dimethyl-1, 4-phenylene oxide)4-Amino-3-pyridinecarboxylic acidN-MethylpropylamineN,N-Dipropyl-1-propanaminedimethyl dodecyl thioic propylene betainetrimethyl lauroylaminopropyl ammonium methylsulfateadhesive FWRcocoamide propyl amine oxideRoxatidine acetateN-[2-(2,4,6-trichlorophenoxy)ethyl]propylamine Prilocainezeolite type ZSM-48TC-1 filler for leather surface
- Raw materialsAluminum oxide AcrylonitrilePropionaldehydeDipropylamine1-Propanol2-NitropropaneN,N-Dipropyl-1-propanamine
- N-Propylcyclopropanemethylamine N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) OIL BLUE N 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Cycloleucine (-)-CIS-MYRTANYLAMINE 4'-Chloroacetoacetanilide Perfluorotributylamine LABOTEST-BB LT00452529 tranylcypromine 5-AMINO-2,2,4-TRIMETHYL-1-CYCLOPENTANEMETHYLAMINE, MIXTURE OF ISOMERS,99% Cyclopropylamine N-Ethylpropylamine Isopropylamine Propylamine Dipropylamine (-)-2-[METHYLAMINO]-1-PHENYLPROPANE D/L-AMPHETAMINE HYDROCHLORIDE
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