Production Method 1

3938-96-3

4079-52-1

14704-09-7

Reaction Conditions

1.1 Solvents: Diethyl ether

Reference

Reaction of organometallic reagents with ethyl trifluoroacetate and diethyl oxalate. Formation of trifluoromethyl ketones and α-keto esters via stable tetrahedral adducts

Creary, Xavier, Journal of Organic Chemistry, 1987, 52(22), 5026-30

2-Methoxyacetophenone Raw materials

• Ethyl methoxyacetate

2-Methoxyacetophenone Preparation Products

• Diphenidol Impurity 14 (14704-09-7)
• 2-Methoxyacetophenone (4079-52-1)

• 1. Transition-metal mediated carbon–sulfur bond activation and transformations: an update
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• 2. 240. Contributions to the chemistry of synthetic antimalarials. Part VIII. Aromatic carbinolamines
  D. W. Mathieson,G. Newbery J. Chem. Soc. 1949 1133
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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alkyl-phenylketones

Introduction to 2-Methoxyacetophenone (CAS No. 4079-52-1)

2-Methoxyacetophenone, with the chemical formula C₈H₈O, is a significant compound in the field of organic chemistry and pharmaceutical research. Its molecular structure features a phenyl ring substituted with a methoxy group and an acetyl group, making it a versatile intermediate in synthetic chemistry. This compound has garnered considerable attention due to its applications in various industries, including fragrances, pharmaceuticals, and agrochemicals.

The CAS number 4079-52-1 uniquely identifies this substance and distinguishes it from other isomers and analogs. Its stability under standard conditions and its reactivity in multiple chemical pathways make it a valuable building block for more complex molecules. In recent years, advancements in synthetic methodologies have further highlighted the importance of 2-Methoxyacetophenone in laboratory and industrial settings.

One of the most compelling aspects of 2-Methoxyacetophenone is its role as a precursor in the synthesis of biologically active compounds. Researchers have leveraged its reactive sites to develop novel molecules with potential therapeutic applications. For instance, derivatives of 2-Methoxyacetophenone have been explored in the development of anti-inflammatory agents and central nervous system (CNS) drugs. The methoxy group provides a handle for further functionalization, enabling chemists to tailor properties such as solubility and bioavailability.

In the realm of pharmaceutical innovation, 2-Methoxyacetophenone has been utilized in the synthesis of small-molecule inhibitors targeting specific enzymatic pathways. Recent studies have demonstrated its utility in generating compounds that modulate kinase activity, which is relevant to diseases such as cancer and autoimmune disorders. The ability to modify the phenyl ring and acetyl moiety allows for fine-tuning of electronic and steric properties, which are critical for achieving high binding affinity and selectivity.

The fragrance industry has also recognized the significance of 2-Methoxyacetophenone due to its aromatic characteristics. It serves as a key component in perfumes and scents, contributing to notes that are often described as fruity, floral, or sweet. Its olfactory profile makes it a preferred choice for perfumers seeking to create complex and appealing fragrances. Additionally, its stability under various storage conditions ensures consistent quality in commercial products.

From an agrochemical perspective, 2-Methoxyacetophenone derivatives have been investigated for their potential as intermediates in the synthesis of pesticides and herbicides. The structural features of this compound allow for interactions with biological targets that can inhibit unwanted plant growth or pest activity. Such applications underscore the compound's versatility beyond pharmaceuticals and fragrances.

Recent advancements in green chemistry have prompted researchers to explore more sustainable methods for synthesizing 2-Methoxyacetophenone. Catalytic processes that minimize waste and energy consumption have been developed, aligning with global efforts to reduce environmental impact. These innovations not only enhance efficiency but also make large-scale production more economically viable.

The role of computational chemistry in understanding 2-Methoxyacetophenone cannot be overstated. Molecular modeling techniques have enabled researchers to predict reactivity patterns and optimize synthetic routes before experimental trials. This approach saves time and resources while improving the likelihood of success in complex syntheses. Such computational tools are becoming indispensable in modern chemical research.

In conclusion, 2-Methoxyacetophenone (CAS No. 4079-52-1) is a multifaceted compound with broad applications across multiple industries. Its unique structural features make it an invaluable intermediate for pharmaceuticals, fragrances, agrochemicals, and beyond. As research continues to uncover new methodologies and applications, the importance of this compound is likely to grow further, solidifying its place as a cornerstone of organic synthesis.

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