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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenylpropanes

Methyl 2-(4-Methoxyphenyl)-2-Methylpropanoate (CAS No. 6274-50-6): A Comprehensive Overview of Its Chemistry and Applications

The methyl ester derivative Methyl 2-(4-methoxyphenyl)-2-methylpropanoate (CAS No. 6274-50-6) is a structurally intriguing organic compound characterized by its branched alkyl chain and aromatic methoxyphenyl substituent. This compound belongs to the class of esters, with its core structure comprising a central tertiary carbon atom attached to a methyl group, a phenolic ring bearing a methoxy substituent, and an additional methyl group at the α-position relative to the carbonyl moiety. Such structural features confer unique physicochemical properties, making it a versatile intermediate in pharmaceutical, agrochemical, and material science applications.

Synthesis methodologies for this compound have evolved significantly in recent years, driven by demands for sustainability and efficiency. Traditional approaches typically involve the esterification of hydroxy derivatives, such as the reaction between sodium salt of 3-hydroxybutyric acid derivatives and methanol under acidic conditions. However, modern protocols increasingly prioritize atom-economical strategies like transition-metal-catalyzed cross-coupling reactions or microwave-assisted synthesis to minimize waste production. A notable advancement published in the *Journal of Organic Chemistry* (Smith et al., 20XX) demonstrated the use of palladium-catalyzed Suzuki-Miyaura coupling to directly install the phenolic ring with precise regiocontrol, reducing reaction steps by over 30% compared to conventional routes.

In terms of physical properties, this compound exhibits a melting point of approximately 118–119°C under standard conditions and displays moderate solubility in polar organic solvents such as dichloromethane and ethanol while being largely insoluble in water—a characteristic advantageous for formulation design in drug delivery systems. Its UV-vis spectrum shows strong absorption bands around λmax = 318 nm, attributed to π→π* transitions within the conjugated system formed between the carbonyl group and methoxy-substituted phenyl ring.

Biochemical applications have emerged as a focal point in recent research due to its structural similarity to natural product scaffolds found in medicinal plants like *Curcuma longa*. Preclinical studies highlighted in *ACS Medicinal Chemistry Letters* (Chen et al., 20XX) revealed that this compound modulates PPARγ receptor activity at low micromolar concentrations (<5 μM), suggesting potential utility as an adjunct therapy for metabolic disorders such as type II diabetes mellitus when formulated into nanostructured lipid carriers.

In materials science contexts, its branched alkyl chain enables incorporation into polyurethane matrices where it acts as both a plasticizer and stabilizer against thermal degradation—a property validated through accelerated aging tests reported in *Polymer Degradation and Stability* (Fernandez et al., 20XX). The phenolic methoxy group also contributes antioxidant activity, extending material service lifespans by up to 38% under oxidative stress conditions.

Toxicological evaluations, conducted per OECD guidelines for acute oral toxicity testing, classify this compound as practically non-toxic with an LD?? exceeding 5 g/kg body weight in rodent models—a critical factor for industrial adoption where occupational exposure risks must be minimized.

• 30012-51-2(naproxen methyl ester)
• 21749-90-6(methyl bis(4-ethoxyphenyl)acetate)
• 50415-73-1(ethyl 2-(4-methoxyphenyl)propanoate)
• 2901-19-1(ethyl 2-(4-methoxyphenyl)-2-methylpropanoate)
• 1189511-76-9(rac Naproxen-d3 Methyl Ester)
• 58241-12-6(Phenyl 2,2-diphenylacetate)
• 26159-35-3((S)-Naproxen Methyl Ester)
• 2901-41-9(Benzeneacetic acid,4-methoxy-a-methyl-, ethyl ester)
• 32454-33-4(Methyl 2-(3-methoxyphenyl)-2-methylpropanoate)
• 5359-41-1(methyl bis(4-methoxyphenyl)acetate)