Dibenzylideneacetone, with the CAS number 538 - 58 - 9, is a well - known organic compound. Its chemical formula is C₁₇H₁₄O. This compound exists as a yellow crystalline solid at room temperature. It has a molecular weight of approximately 234.29 g/mol. Dibenzylideneacetone has a melting point of around 110 - 111 °C. It is sparingly soluble in water but soluble in common organic solvents such as ethanol, acetone, and chloroform. The compound is usually supplied by factories in high - purity forms, and the product we offer comes with a good price, making it an economical choice for various applications.
1. **Organic Synthesis**: Dibenzylideneacetone serves as an important intermediate in organic synthesis. It can participate in various chemical reactions such as Diels - Alder reactions and Michael additions. These reactions are crucial for the construction of complex organic molecules, including pharmaceuticals, agrochemicals, and advanced materials.
2. **Material Science**: In the field of material science, it is used for the preparation of metal - organic frameworks (MOFs) and coordination polymers. These materials have potential applications in gas storage, separation, and catalysis.
3. **Photochemistry**: Due to its conjugated structure, dibenzylideneacetone has interesting photophysical properties. It can be used as a photosensitizer in photochemical reactions, promoting the generation of reactive species under light irradiation.
1. **Handling Precautions**: When handling dibenzylideneacetone, it is recommended to wear appropriate personal protective equipment, such as gloves and safety goggles. Avoid inhalation of dust and direct contact with skin and eyes. In case of contact, rinse immediately with plenty of water and seek medical advice if necessary.
2. **Storage Conditions**: Store the product in a cool, dry place away from direct sunlight. Keep it in a tightly sealed container to prevent moisture and air from entering, which may affect its quality.
3. **Reaction Conditions**: In organic synthesis reactions, the reaction conditions need to be carefully controlled. The choice of solvent, reaction temperature, and reaction time should be optimized according to the specific reaction requirements. Usually, reactions involving dibenzylideneacetone are carried out under reflux conditions in appropriate organic solvents.
**Case 1: Synthesis of a Pharmaceutical Intermediate**
A pharmaceutical company was aiming to synthesize a key intermediate for a new anti - cancer drug. They used dibenzylideneacetone as a starting material in a Diels - Alder reaction. By carefully selecting the reaction conditions, including using toluene as the solvent and refluxing the reaction mixture at 110 °C for 6 hours, they were able to obtain the desired intermediate with a high yield of 80%. This intermediate was then further modified through a series of reactions to produce the final anti - cancer drug.
**Case 2: Preparation of a Metal - Organic Framework**
A research group in material science was working on the preparation of a new metal - organic framework for gas storage. They used dibenzylideneacetone as a linker molecule. By reacting it with a metal salt (zinc nitrate hexahydrate) in a mixed solvent system of N, N - dimethylformamide (DMF) and ethanol at 80 °C for 24 hours, they successfully synthesized a metal - organic framework with a high surface area. Gas adsorption experiments showed that this MOF had excellent adsorption capacity for carbon dioxide, making it a promising material for carbon capture applications.
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