1,4-Butanediol diacetate

1,4-Butanediol diacetate (BDDA) is an organic compound with the formula C₈H₁₄O₄. It is a diester derived from 1,4-Butanediol and acetic acid. This compound is used in various industrial applications, including as a solvent and as an intermediate in the synthesis of other chemicals.

Structure and Properties

1,4-Butanediol diacetate is a colorless liquid with a faint, sweet odor. It is slightly soluble in water but miscible with most organic solvents. The compound has a density of 1.02 g/cm³ and a boiling point of 235 °C. Its molecular structure consists of a butane backbone with two acetate groups attached at the 1 and 4 positions.

Synthesis

1,4-Butanediol diacetate is typically synthesized through the esterification of 1,4-Butanediol with acetic acid in the presence of an acid catalyst. The reaction can be represented as follows:

C₄H₁₀O₂ + 2 CH₃COOH → C₈H₁₄O₄ + 2 H₂O

This process involves the removal of water to drive the reaction towards the formation of the diacetate ester.

Applications

1,4-Butanediol diacetate is used in the production of polyurethanes and as a solvent in the formulation of coatings, inks, and adhesives. It also serves as an intermediate in the synthesis of other chemical compounds, including gamma-butyrolactone (GBL) and tetrahydrofuran (THF).

Safety and Handling

While 1,4-Butanediol diacetate is generally considered to be of low toxicity, it should be handled with care. Prolonged exposure can cause irritation to the skin, eyes, and respiratory tract. Appropriate personal protective equipment, such as gloves and goggles, should be used when handling this chemical.

Environmental Impact

1,4-Butanediol diacetate is biodegradable and is not expected to persist in the environment. However, as with all chemicals, it should be disposed of in accordance with local regulations to minimize any potential environmental impact.

Also see

• 1,4-Butanediol
• Acetic acid
• Esterification
• Polyurethane
• Gamma-butyrolactone
• Tetrahydrofuran