Product Introduction: Methyl 4-(4-oxobutyl)benzoate (CAS 106200-41-3)
Methyl 4-(4-oxobutyl)benzoate, with the CAS number 106200-41-3, is a chemical compound that has attracted significant attention in various scientific and industrial fields. This compound is characterized by its unique chemical structure and properties, which make it suitable for a wide range of applications. In this article, we will provide a comprehensive introduction to Methyl 4-(4-oxobutyl)benzoate, including its chemical properties, applications, and preparation methods.
Chemical Properties
Methyl 4-(4-oxobutyl)benzoate has a molecular formula of C12H14O3. Its molecular weight is approximately 206.24 g/mol. The compound consists of a benzene ring substituted with a methyl ester group at the 4 – position and a 4 – oxobutyl side – chain also at the 4 – position of the benzene ring. The presence of the carbonyl group in the 4 – oxobutyl side – chain gives the compound certain reactivity and polarity. It is a colorless to pale yellow liquid under normal conditions. The melting point and boiling point of Methyl 4-(4-oxobutyl)benzoate are important physical properties that can affect its handling and application. Although specific values may vary depending on the purity and measurement conditions, the general range of its boiling point is relatively high, which is related to the intermolecular forces such as van der Waals forces and dipole – dipole interactions within the compound.
The solubility of Methyl 4-(4-oxobutyl)benzoate is another crucial property. It is sparingly soluble in water due to the hydrophobic nature of the benzene ring and the relatively long alkyl side – chain. However, it is soluble in many organic solvents such as ethanol, acetone, and dichloromethane. This solubility property makes it easy to handle and use in organic synthesis and other chemical processes.
Applications
Pharmaceutical Industry
In the pharmaceutical industry, Methyl 4-(4-oxobutyl)benzoate can serve as an important intermediate for the synthesis of various drugs. The carbonyl group in the 4 – oxobutyl side – chain can undergo a series of chemical reactions, such as reduction, oxidation, and condensation reactions. For example, it can be reduced to the corresponding alcohol, which may have different biological activities. Some derivatives of Methyl 4-(4-oxobutyl)benzoate have shown potential in the treatment of certain diseases, such as anti – inflammatory and anti – tumor activities. The unique chemical structure of this compound allows it to interact with biological macromolecules in the body, such as enzymes and receptors, which is the basis for its potential pharmaceutical applications.
Fragrance and Flavor Industry
The compound also has applications in the fragrance and flavor industry. Its unique chemical structure gives it a certain odor characteristic. It can be used as a raw material or an additive in the formulation of perfumes and flavors. The carbonyl group and the benzene ring contribute to the overall aroma profile. It can add a sweet, floral, or fruity note to the fragrance or flavor composition. By adjusting the amount and combination with other fragrance or flavor compounds, different olfactory and gustatory effects can be achieved.
Material Science
In material science, Methyl 4-(4-oxobutyl)benzoate can be used as a monomer or a modifier in the synthesis of polymers. The carbonyl group can participate in polymerization reactions, such as polyesterification or polycondensation reactions. By incorporating Methyl 4-(4-oxobutyl)benzoate into the polymer structure, the properties of the polymer can be modified. For example, it can improve the solubility, flexibility, and adhesion of the polymer. This makes the polymer more suitable for applications in coatings, adhesives, and plastics.
Preparation Methods
Esterification Reaction
One of the common methods for preparing Methyl 4-(4-oxobutyl)benzoate is through an esterification reaction. The starting materials are 4-(4-oxobutyl)benzoic acid and methanol. In the presence of an acid catalyst, such as sulfuric acid or p – toluenesulfonic acid, the carboxylic acid group of 4-(4-oxobutyl)benzoic acid reacts with methanol to form the ester. The reaction is usually carried out under reflux conditions to ensure complete reaction. The reaction equation is as follows:
4-(4 – oxobutyl)benzoic acid + methanol ⇌ Methyl 4-(4-oxobutyl)benzoate + water
After the reaction, the product is usually purified by distillation or extraction to remove the unreacted starting materials and the catalyst.
Acylation Reaction
Another method is the acylation reaction. Benzoyl chloride or a related acylating agent can react with 4 – (4 – oxobutyl)phenol in the presence of a base, such as pyridine or triethylamine. The reaction proceeds through the formation of an acyl – oxygen bond, resulting in the formation of Methyl 4-(4-oxobutyl)benzoate. This method is often used when the starting materials are readily available and the reaction conditions are relatively mild. However, the by – products and the purification process need to be carefully considered to obtain a high – purity product.
Safety and Handling
When handling Methyl 4-(4-oxobutyl)benzoate, certain safety precautions should be taken. It is recommended to wear appropriate personal protective equipment, such as gloves and goggles, to avoid direct contact with the skin and eyes. In case of contact, immediately rinse with plenty of water and seek medical attention if necessary. The compound should be stored in a cool, dry place away from sources of heat and ignition. It is also important to keep it away from incompatible substances, such as strong oxidizing agents and strong reducing agents, to prevent potential chemical reactions.