triethylborane

Triethylborane is a chemical compound with the formula B(C2H5)3. It is a clear, colorless liquid with a characteristic odour. The molecule consists of a boron atom bonded to three ethyl groups, which are the largest trialkylboranes known.

Triethylborane is a highly reactive hydroborating agent, which means it combines with unsaturated carbon-based compounds, such as alkenes and alkynes. It is often used in organic synthesis to reduce these substances, creating a series of alcohols. The compound reacts with some volatile anesthetics to produce toxic products, however, limiting its application in medical settings.

In addition to its role as a reducing agent, triethylborane has been used as a cocatalyst in the polymerization of olefins. Some researchers have experimented with it as a surrogate for the Bronsted base in certain organic reactions, while others have incorporated it into the electrochemical reduction of propylene.

Precautions must be taken when handling triethylborane due to its flammability and acidic properties. It is also a lachrymatory compound, causing irritation to the skin, nose, and other areas. Under rigorously inert conditions, it may be stored for a period of time in a sealed steel bottle, but it is recommended to use oxalate for neutralization upon disposal. Overall, the appeal of triethylborane has been limited due to its corrosive and generally toxic nature.