Allyl cyanide

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Allyl cyanide


Allyl cyanide, also known as 3-butenenitrile, is an organic compound with the formula C4H5N. It is a colorless liquid with a pungent odor, belonging to the family of nitriles. Nitriles are organic compounds containing the cyano group (-C≡N), bonded to an alkyl group. In the case of allyl cyanide, the alkyl group is an allyl group, making it a notable compound in both industrial applications and organic synthesis.

Properties[edit | edit source]

Allyl cyanide has a molecular weight of 67.09 g/mol and boils at approximately 119°C. It is slightly soluble in water, but it is more soluble in organic solvents such as ethanol, diethyl ether, and benzene. Due to the presence of the cyano group, it is capable of participating in various chemical reactions, making it a versatile intermediate in organic synthesis.

Synthesis[edit | edit source]

Allyl cyanide can be synthesized through several methods. One common approach involves the dehydrohalogenation of allyl halides in the presence of a strong base. Another method is the cyanation of allyl compounds, where a suitable source of cyanide ion is used to introduce the cyano group.

Applications[edit | edit source]

In the chemical industry, allyl cyanide is used as a precursor to other chemicals. It is involved in the synthesis of pharmaceuticals, agrochemicals, and polymers. Its ability to undergo various chemical reactions, such as hydrogenation, halogenation, and nucleophilic addition, makes it a valuable building block in organic chemistry.

Safety[edit | edit source]

Allyl cyanide is toxic and poses significant health risks if inhaled, ingested, or comes into contact with skin. It can cause respiratory issues, skin irritation, and serious eye damage. Proper safety measures, including the use of personal protective equipment (PPE), are essential when handling this chemical.

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Contributors: Prab R. Tumpati, MD