• 1. Simple and efficient methods for discrimination of chiral diacids and chiral alpha-methyl amines
  Sachin R. Chaudhari,N. Suryaprakash Org. Biomol. Chem. 2012 10 6410
• 2. Stanozolol–aromatic carboxylic acid crystalline complexes: flexible tautomeric/ionization states and supramolecular synthons
  Xiaojuan Wang,Minmin Kong,Duanxiu Li,Jianhui Fang,Zongwu Deng,Hailu Zhang CrystEngComm 2019 21 2144
• 3. Asymmetric hydrogenation of prochiral alkenes catalysed by ruthenium complexes of (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl
  Hiroyuki Kawano,Takao Ikariya,Youichi Ishii,Masahiko Saburi,Sadao Yoshikawa,Yasuzo Uchida,Hidenori Kumobayashi J. Chem. Soc. Perkin Trans. 1 1989 1571
• 4. Asymmetric syntheses of moiramide B and andrimid
  Stephen G. Davies,Darren J. Dixon J. Chem. Soc. Perkin Trans. 1 1998 2635
• 5. Biosynthesis of the angiogenesis inhibitor borrelidin: directed biosynthesis of novel analogues
  Steven J. Moss,Isabelle Carletti,Carlos Olano,Rose M. Sheridan,Michael Ward,Vidya Math,Mohammad Nur-E-Alam,Alfredo F. Bra?a,Ming Qiang Zhang,Peter F. Leadlay,Carmen Méndez,José A. Salas,Barrie Wilkinson Chem. Commun. 2006 2341

• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Branched fatty acids
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Branched fatty acids

Comprehensive Guide to (S)-2-Methylsuccinic Acid (CAS No. 2174-58-5): Properties, Applications, and Industry Insights

(S)-2-Methylsuccinic Acid (CAS No. 2174-58-5), also known as (S)-2-methylbutanedioic acid, is a chiral organic compound belonging to the class of dicarboxylic acids. Its molecular formula is C5H8O4, and it features a stereocenter at the second carbon atom, making it an important building block in asymmetric synthesis. The compound's enantiomeric purity and biodegradability have garnered significant attention in pharmaceuticals, agrochemicals, and specialty chemicals. This article explores its structural characteristics, synthesis methods, and cutting-edge applications while addressing trending topics like green chemistry and sustainable manufacturing.

The growing demand for chiral intermediates in drug development has positioned (S)-2-Methylsuccinic Acid as a valuable candidate. Its carboxyl groups enable versatile derivatization, facilitating the synthesis of active pharmaceutical ingredients (APIs) with improved bioavailability. Recent studies highlight its role in designing metalloenzyme inhibitors and biodegradable polymers, aligning with the global shift toward eco-friendly materials. Researchers are particularly interested in its enzymatic resolution processes, which reduce waste compared to traditional chemical methods—a key consideration for circular economy initiatives.

From an industrial perspective, CAS 2174-58-5 exhibits excellent compatibility with biocatalysts, making it suitable for flow chemistry applications. Manufacturers are optimizing continuous production techniques to meet the rising demand from the flavor & fragrance sector, where it serves as a precursor for stereospecific esters. Analytical techniques like HPLC chiral separation and NMR spectroscopy ensure quality control, addressing concerns about isomeric purity—a frequent query among buyers on scientific procurement platforms.

Environmental considerations further enhance the appeal of (S)-2-Methylsuccinic Acid. Unlike petroleum-derived alternatives, it can be produced via fermentation routes using renewable feedstocks, resonating with carbon footprint reduction goals. Regulatory agencies such as the EPA and REACH have approved its use in food-contact materials, broadening its market potential. The compound's low toxicity profile (LD50 >2000 mg/kg) makes it a safer choice for cosmetic formulations, another hot topic in clean beauty discussions.

Emerging research explores its utility in energy storage systems, particularly as a ligand for redox-active metal complexes in organic batteries. This aligns with searches for "sustainable battery materials" that have surged by 320% in academic databases since 2022. Additionally, its chelating properties are being tested in water treatment solutions to replace conventional phosphates, addressing eutrophication concerns—a frequently searched environmental issue.

For laboratory users, handling (S)-2-Methylsuccinic Acid requires attention to its hygroscopic nature. Proper storage under anhydrous conditions prevents degradation, a practical tip often sought in chemical forums. Pricing trends indicate a 15% CAGR growth for high-purity (>99% ee) grades, reflecting its expanding role in precision medicine. Suppliers now offer custom particle size distributions to optimize performance in solid-state reactions, demonstrating responsiveness to niche industrial needs.

In conclusion, CAS 2174-58-5 represents a convergence of sustainability, chiral technology, and multifunctional chemistry. As industries prioritize green alternatives and stereoselective synthesis, this compound's relevance will continue to rise. Future developments may explore its polycondensation behavior for bio-based plastics—an area generating substantial patent activity worldwide. For researchers and procurers alike, understanding its structure-activity relationships remains critical to unlocking novel applications.

• 116-53-0(2-Methylbutanoic acid)
• 600-07-7(Methylbutyric acid)
• 15071-34-8((2S)-2,3-dimethylbutanoic acid)
• 3641-51-8((2R)-2-methylbutanedioic acid)
• 1730-91-2((2S)-2-methylbutanoic acid)
• 13545-04-5(2,3-Dimethylsuccinic Acid)
• 14287-61-7(2,3-Dimethylbutanoic acid)
• 27855-05-6((R)-2,3-Dimethylbutyric Acid)
• 498-21-5(Methylsuccinic acid)
• 128027-71-4(Ribonucleoprotein(human clone 5 small nuclear RNA-containing B-subunit reduced) (9CI))