Chemical Properties
Allyl bromide is a clear to light yellow liquid. As an alkylating agent, allyl bromide is used
extensively in the synthesis of polymers, pharmaceuticals, allyls, and other organic compounds.
Allyl bromide is a clear liquid with an intense, acrid, persistent smell and is flammable.
It is insoluble in water, but soluble in alcohol, aether, acetone, carbon tetrachloride,
and chloroform. In fact, allyl bromide is used in the synthesis of other allyl compounds, to
synthesize dyestuff, spice, and as a curative in the medicine industry. Allyl bromide has a
very high mobility in soil. It is also used as a soil fumigant and as a contact poison. Allyl
bromide induces unscheduled DNA synthesis in HeLa cells.
General Description
A clear colorless to light yellow liquid with an irritating unpleasant odor. Flash point 30°F. Irritates eyes, skin, and respiratory system. Toxic by skin absorption. Denser than water and slightly soluble in water.
Reactivity Profile
ALLYL BROMIDE(106-95-6) decomposes upon heating and exposure to light, forming HBr (a strong reducing agent). Reacts violently with oxidizing agents. Can react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.
Air & Water Reactions
Highly flammable. Slightly soluble in water.
Hazard
Strong irritant to skin and eyes, flammable,
high fire risk. Upper respiratory tract irritant. Ques-
tionable carcinogen.
Health Hazard
Exposures to allyl bromide cause severe eye and skin burns, irritation to the eyes, skin,
and respiratory system. It is harmful when absorbed through the skin or inhaled in the
workplace. Laboratory rats exposed for a prolonged period of time developed symptoms
of poisoning, such as excessive salivation in a small number of animals, and severe gastric
irritation. Vapors of allyl bromide may cause dizziness or suffocation, headache, coughing,
and distressed breathing.
Health Hazard
Inhalation of vapor irritates mucous membranes and causes dizziness, headache, and lung irritation. Contact with liquid irritates eyes and skin. Ingestion causes irritation of mouth and stomach.
Potential Exposure
Used as an insecticide; in the manufacture of resins, fragrances, 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, 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
UN1099 Allyl bromide, Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poisonous materials
Incompatibilities
Vapor may form explosive mixture with air. 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. Heat or light exposure may cause decomposition and corrosive vapors.
Waste Disposal
In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
Uses
Allyl Bromide is used as a reagent in the synthesis of Resveratrol derivatives. Resveratrol (R150000) is a minor constituent of wine, correlated with serum lipid reduction and inhibition of platelet a
ggregation. Resveratrol is a specific inhibitor of COX-1, and it also inhibits the hydroperoxidase activity of COX-1. It has been shown to inhibit events associated with tumor initiation, promotion a
nd progression.
Uses
manufacture of synthetic perfumes, other allyl compounds.
Flammability and Explosibility
Highlyflammable
Synthesis
Allyl alcohol was synthesized from glycerol and formic acid under inert atmosphere, hydrolysed with NaOH and fractionally distilled to yield the 73% allyl alcohol water azeotrope. This was then reacted with 48% hydrobromic acid and sulfuric acid and the allyl bromide distilled as per the conventional method. It was then redistilled with 3A molecular sieves drying agent to yield the final product which is stored over additional 3A molecular sieves.
Purification Methods
Wash the bromide with NaHCO3 solution then distilled water, dry (CaCl2 or MgSO4), and fractionally distil. Protect it from strong light. [Beilstein 1 IV 754.] LACHRYMATORY, HIGHLY TOXIC and FLAMMABLE.
