In the realm of industrial chemistry, specific intermediates are critical for the synthesis of high-value products. (S)-5-Hydroxymethyldihydrofuran-2-one (CAS 32780-06-6) stands out as a significant chiral building block, widely utilized in fine chemical synthesis, particularly within the pharmaceutical sector. Understanding its comprehensive chemical profile, including its properties, synthesis routes, and industrial applications, is essential for chemists and procurement professionals aiming to buy this compound effectively.

Chemical Properties and Characteristics

(S)-5-Hydroxymethyldihydrofuran-2-one is characterized by its molecular formula C5H8O3 and a molecular weight of 116.12 g/mol. It presents as a colorless to almost colorless clear liquid. Key physical properties include:

  • Melting Point: 72-74 °C (note: some sources list it as a liquid at room temperature, likely depending on purity and specific form, while others indicate a solid melting point, suggesting potential polymorphism or varied handling conditions).
  • Boiling Point: 110-115 °C at 0.2 mmHg (lit.), indicating its relatively low volatility under vacuum.
  • Density: 1.237 g/mL at 25 °C (lit.).
  • Refractive Index: n20/D 1.471 (lit.).
  • Optical Activity: [α]20/D +56°, c = 3 in chloroform, confirming its chiral nature and the specific rotation of the (S)-enantiomer.

Its chemical reactivity is dominated by the hydroxymethyl group and the lactone functionality. The hydroxymethyl group can be readily oxidized to a carboxylic acid or undergo substitution reactions. The lactone ring offers further possibilities for modification and ring-opening reactions.

Industrial Synthesis and Sourcing

The synthesis of (S)-5-Hydroxymethyldihydrofuran-2-one often involves sophisticated stereoselective methods to ensure high enantiomeric purity. Common approaches include chemo-enzymatic synthesis or asymmetric organocatalytic reactions, ensuring that the desired (S)-configuration is reliably obtained. For industrial applications, manufacturers focus on optimizing these routes for yield, purity, and cost-effectiveness.

When sourcing this chemical, procurement managers seek reliable suppliers who can provide consistent quality and competitive pricing. China remains a major hub for the production of fine chemical intermediates like (S)-5-Hydroxymethyldihydrofuran-2-one. Buyers often compare prices from various manufacturers to secure the best value, especially for bulk purchases. Key factors in supplier selection include the reported assay (typically ≥95%), documentation such as Certificates of Analysis (CoA), and the supplier's ability to provide ongoing support and consistent supply.

Key Industrial Applications

(S)-5-Hydroxymethyldihydrofuran-2-one is a crucial intermediate in several industrial sectors:

  • Pharmaceutical Manufacturing: It is a vital building block for synthesizing Active Pharmaceutical Ingredients (APIs) and advanced intermediates. Its chiral nature is indispensable for drugs where stereochemistry dictates efficacy and safety, such as in antiviral medications and cholesterol-lowering agents (e.g., mevinic acid analogs).
  • Agrochemicals: It can serve as a precursor for synthesizing certain agrochemical compounds.
  • Specialty Chemicals: Its unique structure finds use in the preparation of specialized organic molecules for various industrial applications.
  • Research & Development: Academic and industrial research labs utilize it for exploring new synthetic methodologies and discovering novel biologically active compounds.

For industrial buyers, understanding the product's stability, storage requirements (typically 2-8°C, protected from light and moisture), and handling precautions is also critical. Reliable suppliers provide this information along with the product.

In conclusion, (S)-5-Hydroxymethyldihydrofuran-2-one is a key chemical intermediate with a well-defined chemical profile and significant industrial applications, particularly in pharmaceuticals. For those looking to buy this compound, focusing on high purity, competitive pricing from reliable manufacturers, and understanding its chemical properties will ensure successful integration into your synthesis processes.