Bis(2-chloroethyl) ether

Bis(2-chloroethyl) ether is an organic compound that is commonly used in the chemical industry. It is a colorless liquid with a characteristic ether-like odor. The compound is also known by its IUPAC name, 1,1'-oxybis(2-chloroethane), and its CAS number is 111-44-4.

Structure and Properties

Bis(2-chloroethyl) ether is a symmetrical ether, meaning that the same alkyl group is attached to both sides of the oxygen atom. Each alkyl group consists of a two-carbon ethylene chain with a chlorine atom attached. The molecular formula of the compound is C4H8Cl2O.

The compound has a boiling point of 178-181°C and a melting point of -57°C. It is slightly soluble in water, but readily soluble in organic solvents such as ethanol and diethyl ether.

Synthesis

Bis(2-chloroethyl) ether can be synthesized by the reaction of ethylene oxide with hydrochloric acid. This reaction produces 2-chloroethyl alcohol, which can then be converted to bis(2-chloroethyl) ether by a dehydration reaction.

Uses

Bis(2-chloroethyl) ether is used as a solvent and as an intermediate in the synthesis of other chemicals. It is also used in the production of plasticizers, resins, and pharmaceuticals.

Safety and Health Effects

Exposure to bis(2-chloroethyl) ether can cause irritation to the eyes, skin, and respiratory tract. It is also a potential carcinogen, and long-term exposure can lead to serious health effects.

See Also

• Ethylene oxide
• Hydrochloric acid
• Organic compound
• Chemical industry