Allyl chloride

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Allyl Chloride

Structural formula of allyl chloride

Allyl chloride is an organic compound with the formula C3H5Cl. It is a colorless liquid with a pungent odor, commonly used as an intermediate in the production of various chemical compounds.

Structure and Properties

Allyl chloride is a member of the allyl group, characterized by the presence of a vinyl group attached to a methylene group. The molecule consists of a three-carbon chain with a chlorine atom attached to the terminal carbon. This structure imparts certain chemical properties, such as reactivity with nucleophiles and susceptibility to polymerization.

The compound is slightly soluble in water but miscible with most organic solvents. It has a boiling point of 44.5 °C and a density of 0.937 g/cm3.

Production

Allyl chloride is primarily produced by the chlorination of propylene. This process involves the reaction of propylene with chlorine gas, typically in the presence of a catalyst, to yield allyl chloride and hydrogen chloride as byproducts.

Applications

Allyl chloride is a versatile intermediate in the synthesis of various chemical products. It is used in the production of:

Safety and Handling

Allyl chloride is a hazardous chemical that requires careful handling. It is flammable and can form explosive mixtures with air. The compound is also toxic and can cause irritation to the skin, eyes, and respiratory system. Proper personal protective equipment (PPE) and ventilation are essential when working with allyl chloride.

Environmental Impact

Allyl chloride can pose environmental risks if released into the environment. It is important to manage and dispose of this chemical properly to prevent contamination of water and soil.

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Contributors: Prab R. Tumpati, MD