General Description
Propylamine(107-10-8) appears as a 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.
Reactivity Profile
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 MONOPROPYLAMINE(107-10-8) 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].
Air & Water Reactions
Highly flammable. Slightly soluble in water.
Hazard
Highly flammable, dangerous fire risk,
explosive limits in air 2–10%, use alcohol foam
to extinguish. Strong irritant to skin and tissue.
Health Hazard
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.
Potential Exposure
Propylamine is used to make textile
resins, drugs, pesticides, and other chemicals.
First aid
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, includ-
ing resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medi-
cal attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit.
Medical observation is recommended for 24?48 hours after
breathing overexposure, as pulmonary edema may be
delayed. As first aid for pulmonary edema, a doctor or
authorized paramedic may consider administering a drug or
other inhalation therapy.
Shipping
UN1277 Propylamine, Hazard Class: 3; Labels:
3-Flammable liquid, 8-Corrosive material.
Incompatibilities
Vapors 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.
Description
Propylamine, with the chemical formula C3H9N, is a colorless and volatile liquid. It can be dissolved in various solvents such as water, ethanol, ether, acetone, benzene, and other organic solvents. Its specific gravity is 0.7, making it lighter than water. Propylamine has a flammable range of 2% to 10% in air and is flammable. It has a boiling point of 120°F (48°C), flash point of 35°F (37°C), and an ignition temperature of 604°F (317°C). Its vapor density is 2, heavier than air, and can form explosive mixtures when combined with air. It can burn and is corrosive, causing skin and tissue irritation. Its primary uses are as a chemical intermediate and a lab reagent.
Chemical Properties
n-Propylamine, also known as propylamine or 107-10-8, is a colorless liquid with a pungent odor resembling ammonia. It has strong basic properties, leading to its easy formation of salts when combined with acids. Its reactivity is similar to that described for the other short chain aliphatic amines (Astel 1961).
Waste Disposal
Consult 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.
Definition
ChEBI: Propylamine is a member of the class of alkylamines that is propane substituted by an amino group at C-1. It is a conjugate base of a propan-1-aminium.
Production Methods
There 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 values
High strength odor; ammoniacal type; recommend smelling in a 0.10% solution or less.
Fire Hazard
Highly 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 uses
Propylamine 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).
Metabolism
To 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.
Purification Methods
Distil the amine from zinc dust, under reduced pressure, in an atmosphere of nitrogen. [Beilstein 4 IV 464.]