Dichlorodicyanobenzoquinone

Dichlorodicyanobenzoquinone (also known as DDQ) is a chemical compound used primarily as an oxidizing agent in organic chemistry. It is a derivative of benzoquinone and is often used in the dehydrogenation of alcohols and hydroquinones.

Structure and Properties

Dichlorodicyanobenzoquinone is a crystalline solid that is orange in color. It has a molecular formula of C8Cl2N2O2. The structure of DDQ consists of a benzoquinone core, with two chlorine atoms and two cyano groups attached. The cyano groups are electron-withdrawing, which makes the compound a strong oxidizing agent.

Uses

DDQ is primarily used as an oxidizing agent in organic chemistry. It is particularly effective in the dehydrogenation of alcohols and hydroquinones, a process that involves the removal of hydrogen atoms. DDQ can also be used in the oxidation of aldehydes to carboxylic acids.

In addition to its use as an oxidizing agent, DDQ has been used in the synthesis of various organic compounds, including quinones, quinolines, and isoquinolines.

Safety

Like many chemical compounds, DDQ can be hazardous if not handled properly. It is classified as an irritant and can cause skin and eye irritation. It is also harmful if swallowed or inhaled. Therefore, it is important to handle DDQ with care and use appropriate safety equipment when working with it.

See Also

• Benzoquinone
• Oxidizing agent
• Dehydrogenation
• Chemical compound