Isovaleraldehyde
Isovaleraldehyde, also known as 3-methylbutanal, is an organic compound with the formula (CH₃)₂CHCH₂CHO. It is a colorless liquid that is sparingly soluble in water, but highly soluble in most organic solvents. Isovaleraldehyde is an aldehyde and is one of the isomers of pentanal. It has a strong, pungent odor, often described as fruity or cheesy, and is used in the flavor and fragrance industries to impart these characteristics to various products.
Properties
Isovaleraldehyde is a volatile organic compound that exhibits typical aldehyde reactivity, such as undergoing oxidation to form the corresponding carboxylic acid, isovaleric acid (3-methylbutanoic acid). It can also participate in condensation reactions to form larger molecules, making it useful in organic synthesis. Its boiling point is around 92 to 93 °C, and it has a relative density of 0.8 g/cm³.
Production
Isovaleraldehyde is primarily produced through the hydroformylation of isobutene, with synthesis gas (a mixture of hydrogen and carbon monoxide), in a process known as oxo synthesis or the oxo process. Another method involves the oxidation of isobutanol or the dehydrogenation of isovaleric acid.
Applications
The primary use of isovaleraldehyde is in the manufacture of flavors and fragrances. It imparts a fruity or cheesy flavor to various food products and is used in the formulation of fragrances for cosmetics and personal care products. Additionally, it serves as an intermediate in the synthesis of vitamins, pharmaceuticals, and agrochemicals. Isovaleraldehyde is also used in the production of isovaleric acid, isovaleryl chloride, and other derivatives that have industrial applications.
Safety
Isovaleraldehyde is flammable and poses a risk of fire and explosion when exposed to air or oxidizing agents. It can cause irritation to the skin, eyes, and respiratory tract upon exposure. Proper handling and storage conditions, including adequate ventilation and the use of personal protective equipment, are essential to minimize these risks.
Environmental Impact
As a volatile organic compound, isovaleraldehyde can contribute to air pollution and the formation of ground-level ozone. It is subject to regulations aimed at controlling air emissions of hazardous substances.
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Contributors: Prab R. Tumpati, MD