Production Method 1

119-56-2

134-85-0

948-54-9

Reaction Conditions

1.1 Reagents: Oxygen ,  Aluminum bromide (AlBr3), hexahydrate Solvents: 1,4-Dioxane ;  4 h, 70 °C

Reference

AlBr3·6H2O catalyzed oxidation of benzylic alcohols

Zhong, Yun-Mei; Ma, Heng-Chang; Wang, Jin-Xia; Jia, Xiao-Jie; Li, Wen-Feng; et al, Catalysis Science & Technology, 2011, 1(6), 927-931

4-Chlorobenzophenone Raw materials

• 4-Chlorobenzhydrol

4-Chlorobenzophenone Preparation Products

• 1-(Bromophenylmethyl)-4-chlorobenzene (948-54-9)
• 4-Chlorobenzophenone (134-85-0)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzophenones
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons
• Pharmaceutical and Biochemical Products Pharmaceutical Intermediates
• Catalysts and Inorganic Chemicals Catalysts

4-Chlorobenzophenone (CAS No. 134-85-0): A Versatile Intermediate in Modern Chemical Synthesis

4-Chlorobenzophenone, with the chemical formula C₁₃H₇ClO and CAS number 134-85-0, is a significant compound in the realm of organic chemistry and pharmaceutical research. Its unique structural properties make it a valuable intermediate in the synthesis of various pharmacologically active molecules, agrochemicals, and specialty chemicals. This introduction delves into the compound's characteristics, applications, and recent advancements in its utilization within the scientific community.

The molecular structure of 4-Chlorobenzophenone consists of a benzophenone core substituted with a chlorine atom at the para position relative to the carbonyl group. This arrangement imparts distinct reactivity, making it a versatile building block for further functionalization. The presence of both electron-withdrawing and electron-donating groups allows for diverse chemical transformations, including nucleophilic aromatic substitution, cross-coupling reactions, and condensation reactions.

In the pharmaceutical industry, 4-Chlorobenzophenone has found extensive use as a precursor in the synthesis of active pharmaceutical ingredients (APIs). Its chlorinated aromatic system serves as a scaffold for developing drugs targeting various therapeutic areas. Recent studies have highlighted its role in the production of antifungal agents, where it acts as a key intermediate in constructing complex heterocyclic structures. The compound's ability to undergo selective functionalization has enabled researchers to design novel molecules with enhanced pharmacological properties.

Beyond pharmaceuticals, 4-Chlorobenzophenone is widely employed in the agrochemical sector. It serves as a precursor for synthesizing herbicides and insecticides, contributing to the development of more effective crop protection agents. The compound's reactivity allows for the introduction of various substituents that enhance its biological activity against pests and weeds. Recent advancements in green chemistry have prompted investigations into more sustainable synthetic routes for 4-Chlorobenzophenone, aiming to minimize environmental impact while maintaining high yields.

The material science applications of 4-Chlorobenzophenone are also noteworthy. Its incorporation into polymer matrices enhances thermal stability and mechanical strength, making it valuable in the production of high-performance materials. Additionally, researchers have explored its use in organic electronics, where it contributes to the development of conductive polymers and organic semiconductors. The compound's ability to form stable radicals upon oxidation has been leveraged in designing advanced materials for energy storage devices.

The synthesis of 4-Chlorobenzophenone typically involves chlorination reactions on benzophenone or related precursors. Modern synthetic methodologies have focused on improving selectivity and efficiency in these processes. Catalytic methods using transition metals have been particularly successful, reducing byproduct formation and energy consumption. For instance, palladium-catalyzed cross-coupling reactions have enabled the direct introduction of chlorine atoms at specific positions on aromatic rings, streamlining the synthesis pathway.

In recent years, computational chemistry has played a pivotal role in understanding the reactivity of 4-Chlorobenzophenone. Advanced molecular modeling techniques have allowed researchers to predict reaction outcomes with high accuracy, facilitating the design of novel synthetic strategies. These computational approaches have been particularly useful in optimizing reaction conditions and identifying new applications for this versatile compound.

The safety profile of 4-Chlorobenzophenone is another critical aspect that warrants discussion. While it is not classified as a hazardous material under standard regulatory frameworks, proper handling procedures must be followed to ensure worker safety. Personal protective equipment (PPE) such as gloves and goggles is recommended during handling due to potential skin irritation or eye damage. Storage conditions should also be controlled to prevent degradation or unwanted side reactions.

Economic considerations play a significant role in the industrial production of 4-Chlorobenzophenone. The demand for this intermediate is driven by its widespread applications across multiple industries. Manufacturers have invested in scalable synthetic processes to meet this demand while adhering to environmental regulations and cost-efficiency principles. The global market for specialty chemicals like 4-Chlorobenzophenone continues to grow, reflecting its importance in modern chemical synthesis.

The future prospects for research involving 4-Chlorobenzophenone are promising. Ongoing studies aim to expand its utility in drug discovery by exploring novel synthetic pathways and functionalization strategies. Additionally, efforts are underway to develop more sustainable methods for its production, aligning with global initiatives toward green chemistry principles. Collaborative research projects between academia and industry are expected to yield innovative applications for this compound.

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