Bis(chloroethyl) ether


Bis ether is an organic compound with the formula O2. It is an ether with two 2-chloroethyl substituents. It is a colorless liquid with the odor of a chlorinated solvent.

Reactions and applications

Bis ether is less reactive than the corresponding sulfur mustard S2. In the presence of base, it reacts with catechol to form dibenzo-18-crown-6:
Bis ether can be used in the synthesis of the cough suppressant fedrilate. It is combined with benzyl cyanide and two molar equivalents of sodamide in a ring-forming reaction. When treated with strong base, it gives divinyl ether, an anesthetic:

Toxicity

The is 74 mg/kg. Bis ether is considered as a potential carcinogen.