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• 3. An assay for the enzyme N-acetyl-β-d-glucosaminidase (NAGase) based on electrochemical detection using screen-printed carbon electrodes (SPCEs)
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Comprehensive Analysis of 2-Hydroxy-2-(3-Methylphenyl)Acetic Acid (CAS No. 65148-70-1): Properties, Applications, and Industry Trends

2-Hydroxy-2-(3-methylphenyl)acetic acid (CAS No. 65148-70-1), also known as 3-methylmandelic acid, is a versatile organic compound with a growing presence in pharmaceutical, cosmetic, and specialty chemical industries. This aromatic alpha-hydroxy acid (AHA) derivative has garnered significant attention due to its unique structural features, including a hydroxyl group adjacent to the carboxylic acid functionality and a 3-methylphenyl substituent. Recent studies highlight its potential as a chiral building block in asymmetric synthesis, aligning with the pharmaceutical industry's demand for enantiomerically pure intermediates.

The compound's CAS registry number 65148-70-1 serves as a critical identifier in global chemical databases, ensuring precise tracking in supply chains. Analytical techniques like HPLC and NMR spectroscopy confirm its high purity (>98%), while its melting point range of 130-134°C and water solubility profile make it suitable for formulation development. Industry reports indicate rising searches for "sustainable synthesis of mandelic acid derivatives" and "bio-based AHAs for cosmetics," reflecting market trends toward green chemistry.

In dermatological applications, 2-hydroxy-2-(3-methylphenyl)acetic acid demonstrates enhanced keratolytic activity compared to conventional AHAs, driving research into its mechanism of action. Patent analyses reveal its incorporation in anti-aging serums and acne treatments, with formulators valuing its balanced exfoliation efficacy and skin tolerance. The cosmetic industry's shift toward "multifunctional active ingredients" has increased demand for compounds like this that combine exfoliation with potential antioxidant benefits.

Pharmaceutical researchers are investigating CAS 65148-70-1 as a precursor for non-steroidal anti-inflammatory drugs (NSAIDs) and chiral resolution agents. Its stereocenter allows for the production of single-enantiomer drugs, addressing the FDA's emphasis on enantiomeric purity. Laboratory protocols often cite its use in asymmetric hydrogenation reactions, with optimized conditions achieving >90% enantiomeric excess in peer-reviewed studies.

Environmental and regulatory aspects of 3-methylmandelic acid production have gained prominence, with manufacturers adopting catalytic oxidation methods to reduce byproducts. Safety data sheets indicate favorable ecotoxicology profiles, supporting its use in biodegradable formulations. The compound's logP value (measuring lipophilicity) makes it particularly valuable for transdermal delivery systems, a rapidly growing segment in drug development.

Market analysts note increasing queries about "alternatives to glycolic acid" and "phenylglycine derivatives in cosmetics," positioning 2-hydroxy-2-(3-methylphenyl)acetic acid as a technically advanced option. Its UV absorption characteristics at 280-320 nm suggest ancillary benefits in sunscreen formulations, though this application requires further clinical validation. Quality control standards typically specify limits for residual solvents and heavy metal impurities in commercial batches.

Recent innovations include enzyme-mediated stereoselective synthesis of this compound using recombinant microorganisms, achieving higher yields under mild conditions. The pharmacokinetic properties of its ester derivatives show promise for prodrug development, particularly for enhanced bioavailability in oral formulations. Academic literature frequently references its hydrogen bonding capacity when discussing molecular crystal engineering applications.

Industrial scale production of CAS 65148-70-1 employs continuous flow chemistry to improve efficiency, with leading suppliers offering both racemic and optically active forms. Technical bulletins emphasize proper storage conditions (typically 2-8°C under inert atmosphere) to maintain stability. The compound's pKa value of approximately 3.7 influences its ionization state in physiological conditions, a critical factor for formulation scientists.

Emerging research explores the compound's potential in metal-organic frameworks (MOFs) for selective molecular recognition, leveraging its aromatic stacking capabilities. Computational chemistry studies model its conformational flexibility to predict protein-ligand interactions, supporting rational drug design. These advanced applications demonstrate how 2-hydroxy-2-(3-methylphenyl)acetic acid bridges traditional organic chemistry with cutting-edge materials science.

• 17199-29-0((S)-(+)-Mandelic Acid)
• 18584-20-8(4-Methylmandelic Acid)
• 18937-33-2(Magnesium, bis(a-hydroxybenzeneacetato)-, (T-4)-(9CI))
• 19944-53-7(Benzeneacetic acid, a-hydroxy-, calcium salt (2:1), (aS)-)
• 90-64-2(Mandelic acid)
• 611-71-2(D-(-)-Mandelic acid)
• 31284-89-6((R)-4-Methylmandelic Acid)
• 611-72-3(Mandelic acid)
• 114-21-6(Mandelic Acid Sodium Salt)
• 134-95-2(Benzeneacetic acid, a-hydroxy-, calcium salt (2:1))