4-Acetamidobutanal

Chemical structure of 4-Acetamidobutanal

4-Acetamidobutanal is an organic compound with the chemical formula C₆H₁₁NO₂. It is a derivative of butanal, where an acetamido group is attached to the fourth carbon of the butanal chain. This compound is of interest in organic chemistry due to its role as an intermediate in the synthesis of various pharmaceuticals and fine chemicals.

Chemical Structure and Properties

4-Acetamidobutanal consists of a four-carbon aldehyde chain with an acetamido group (CH₃CONH-) attached to the fourth carbon. The presence of both an aldehyde group and an amide group in the molecule makes it a versatile intermediate in chemical reactions.

The compound is typically a colorless liquid at room temperature and has a characteristic odor. It is soluble in many organic solvents, which makes it useful in various synthetic applications.

Synthesis

The synthesis of 4-acetamidobutanal can be achieved through several methods. One common approach involves the acylation of butanal with acetic anhydride in the presence of a catalyst. This reaction introduces the acetamido group onto the butanal backbone.

Another method involves the reduction of 4-acetamidobutanoic acid, which can be prepared from the corresponding nitrile or ester. The reduction is typically carried out using reducing agents such as lithium aluminum hydride (LiAlH₄).

Applications

4-Acetamidobutanal is used as an intermediate in the synthesis of various pharmaceuticals. Its ability to undergo further chemical transformations makes it valuable in the production of complex organic molecules. It can be used in the synthesis of amino acids, peptides, and other nitrogen-containing compounds.

Safety and Handling

As with many chemical compounds, proper safety precautions should be taken when handling 4-acetamidobutanal. It should be stored in a cool, dry place, away from sources of ignition. Protective equipment such as gloves and goggles should be worn to prevent skin and eye contact.

Related Pages

• Butanal
• Acetamide
• Aldehyde
• Organic synthesis