General Description
Water-white to straw-colored liquid with a pungent, suffocating odor. Used as a chemical intermediate in a variety of industrial processes (surfactants, textiles, paper, fuels, insecticides, leather tanning, etc.). Used in chemical warfare.
Reactivity Profile
(E)-CROTONALDEHYDE(123-73-9) is an aldehyde. (E)-CROTONALDEHYDE(123-73-9) can react violently with strong oxidizing reagents, e.g., reaction with conc. nitric acid leads to instantaneous ignition [Andrussow, L., Chim. Ind. (Paris), 1961, 86, p. 542]. In contact with strong acids or bases (E)-CROTONALDEHYDE(123-73-9) will undergo an exothermic condensation reaction. Reaction with 1,3-butadiene is particularly violent [Greenlee, K. W., Chem. Eng. News, 1948, 26, p. 1985]. Crotonaldehyde may rapidly polymerize with ethyl acetoacetate (Soriano, D.S. et al. 1988. Journal of Chemical Education 65:637.).
Air & Water Reactions
Highly flammable.
Health Hazard
Although slightly less toxic, crotonaldehyde is similar chemically and toxicologically to acrolein, which is rated as extremely toxic. Toxic concentrations for human inhalation have been reported at 12 mg/m3/10 minutes. Irritant dose to human eye is 45 ppm. As with acrolein, vapor exposures cause severe and painful eye irritation, damage to cornea, lacrimation (tearing), irritation of nasal membranes, pulmonary edema (filling of lungs with fluid) and gastrointestinal distress when ingested.
Potential Exposure
Crotonaldehyde is used as a warning agent in fuel gases and gas line leaks; as solvent; in Crotonaldehyde 935 chemical warfare; as an intermediate in the manufacture of n-butanol and crotonic and sorbic acids; in resin and rubber antioxidant manufacture; also used as a solvent in mineral oil purification; as an alcohol denaturant.
Fire Hazard
Vapors form explosive mixtures in air or in sewers. Hazardous peroxides and acids emitted when heated to decomposition. Avoid nitric acid. Unstable, avoid oxygen, heat, elevated pressures. Hazardous polymerization may occur. Avoid contact with alkaline materials such as caustic ammonia or amines, or at elevated temperatures.
First aid
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 936 Crotonaldehyde 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, including 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 medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended for 24 to 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
UN1143 Crotonaldehyde or Crotonaldehyde, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, Inhalation Hazard Zone B.
Incompatibilities
Vapors may form explosive mixture with air. A strong reducing agent. Readily converted by oxygen to peroxides and acids; heat or contact with alkalis and many other substances may cause polymerization. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, nonoxidizing mineral acids; ammonia, organic amines; aliphatic amines; aromatic amines; 1,3-butadiene, strong bases. Liquid attacks some plastics, rubber, and coatings
Chemical Properties
Crotonaldehyde is water-white (turns paleyellow on contact with air) with an irritating, pungent, suffocating odor. The chemical can turn pale yellow when it contacts air. The chemical has a molecular weight of 70.1, a boiling point of 219°F, and a freezing point of -101°F. The vapor pressure is 30mm Hg at 25°C and the specific gravity is 0.87. The lower explosive limit is 2.1% and the upper explosive limit is 15.5%. Crotonaldehyde may be incompatible with caustics, ammonia, strong oxidizers, nitric acid, and amines. It also has the ability to polymerize at high temperatures.
Waste Disposal
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. May be absorbed on vermiculite and burned in open incinerator or dissolved in solvent and sprayed into incinerator
Uses
Crotonaldehyde (2-butenal, β-methyl acrolein, propylene aldehyde) is similar in structure to acrolein, as both are α,β-unsaturated aldehydes. This structural similarity leads to similar sensitizing and irritating properties of the two compounds. Crotonaldehyde is used industrially in the preparation of other chemicals (chiefly sorbic acid), flavoring agents, and can form endogenously and in the environment.
Crotonaldehyde is used in the manufacture ofbutyl alcohol, butyraldehyde, and in severalorganic synthesis.
Definition
ChEBI: Crotonaldehyde is an enal consisting of propene having a formyl group at the 1-position.