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• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenols 1-hydroxy-2-unsubstituted benzenoids

Comprehensive Guide to 1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid (CAS No. 91496-64-9): Properties, Applications, and Market Insights

1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid (CAS No. 91496-64-9) is a specialized organic compound with significant potential in pharmaceutical and chemical research. This hydroxyphenyl cyclopentane carboxylic acid derivative has garnered attention due to its unique structural features and versatile applications. In this comprehensive guide, we explore its chemical properties, synthesis methods, industrial uses, and emerging trends in scientific research.

The molecular structure of 1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid combines a cyclopentane ring with both carboxylic acid and hydroxyphenyl functional groups, creating interesting chemical reactivity. With a molecular formula of C12H14O3 and molecular weight of 206.24 g/mol, this compound exhibits moderate polarity, making it soluble in many organic solvents while showing limited water solubility. Researchers particularly value its hydrogen bonding capacity and chiral center, which contribute to its utility in asymmetric synthesis.

Current pharmaceutical research highlights the potential of cyclopentane carboxylic acid derivatives like 91496-64-9 in drug development. The compound's structural motif appears in several investigational compounds targeting metabolic disorders and inflammatory conditions. Its bioisosteric properties make it valuable for medicinal chemistry, particularly in modifying drug candidates to improve pharmacokinetic profiles. Recent studies suggest possible applications in developing novel non-steroidal anti-inflammatory drugs (NSAIDs) with improved safety profiles.

The synthesis of 1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid typically involves multi-step organic reactions starting from commercially available precursors. Common routes include the Friedel-Crafts acylation of cyclopentane derivatives followed by functional group transformations. Process optimization remains an active research area, with recent publications focusing on green chemistry approaches to reduce environmental impact and improve yields. The compound's purity is typically verified using HPLC analysis and spectroscopic techniques including NMR and mass spectrometry.

In material science applications, hydroxyphenyl cyclopentane carboxylic acid derivatives serve as building blocks for advanced polymers and liquid crystals. The compound's rigid yet flexible structure contributes to the thermal stability of resulting materials, making it interesting for high-performance plastics development. Recent patent literature describes its incorporation into photoactive materials for organic electronics, aligning with growing interest in sustainable alternatives to conventional semiconductors.

The global market for specialty carboxylic acids including CAS 91496-64-9 shows steady growth, driven by pharmaceutical R&D and advanced material development. Market analysts project particular demand increase in Asia-Pacific regions, where pharmaceutical innovation is accelerating. Current pricing trends reflect the compound's status as a research-grade chemical, with purity levels significantly affecting commercial value. Suppliers typically offer this material in gram to kilogram quantities with custom purity specifications available.

Storage and handling of 1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid require standard laboratory precautions for organic compounds. Recommended storage conditions include protection from moisture at room temperature or below. While not classified as highly hazardous, proper laboratory safety protocols should be followed, including the use of personal protective equipment during handling. The compound's material safety data sheet (MSDS) provides detailed handling instructions and hazard information.

Emerging research directions for 91496-64-9 include exploration of its biological activity and potential as a synthetic intermediate for chiral auxiliaries. Recent publications have investigated its metal-chelating properties and possible applications in catalysis. The compound's structural features make it particularly interesting for supramolecular chemistry applications, where its hydrogen bonding capacity can be exploited for molecular recognition systems.

Analytical characterization of 1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid presents typical challenges for polyfunctional organic compounds. Modern analytical techniques including 2D NMR spectroscopy and high-resolution mass spectrometry enable comprehensive structure verification. Quality control protocols for commercial material generally specify limits for related substances and residual solvents, with HPLC purity typically exceeding 98% for research applications.

Environmental considerations for hydroxyphenyl carboxylic acid derivatives have gained attention in recent regulatory developments. While CAS 91496-64-9 isn't currently subject to significant restrictions, its environmental fate and biodegradation pathways are being studied as part of broader evaluations of pharmaceutical intermediates. Industry best practices recommend proper waste management and consideration of green chemistry principles in its synthesis and application.

The scientific literature contains numerous references to cyclopentane-1-carboxylic acid derivatives structurally related to 91496-64-9, highlighting the continuing interest in this chemical class. Recent review articles have summarized progress in synthetic methodologies and applications, particularly focusing on stereoselective synthesis approaches. These resources provide valuable context for researchers working with this compound and related structures.

For laboratories working with 1-(4-hydroxyphenyl)cyclopentane-1-carboxylic acid, proper documentation and regulatory compliance are essential considerations. While not a controlled substance, researchers should maintain appropriate records of acquisition, use, and disposal according to institutional policies. International shipments may require specific documentation depending on destination country regulations, particularly for research chemicals in this category.

Future prospects for CAS 91496-64-9 appear promising as new applications continue to emerge. The compound's versatility as a synthetic building block positions it well for ongoing innovation in medicinal chemistry and material science. With increasing interest in sustainable chemical solutions and bio-based materials, derivatives of this compound may find expanded roles in developing environmentally friendly alternatives to conventional chemicals.

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