Cas no 73138-40-6 ((1R,2S)-Naphthalene 1,2-oxide)

(1R,2S)-Naphthalene 1,2-oxide is a chiral epoxide derivative of naphthalene, characterized by its specific stereochemistry at the 1 and 2 positions. This compound is of significant interest in synthetic organic chemistry due to its role as a versatile intermediate in the preparation of enantiomerically pure pharmaceuticals, agrochemicals, and fine chemicals. Its rigid bicyclic structure and reactive epoxide group facilitate stereoselective ring-opening reactions, enabling the synthesis of complex chiral molecules. The (1R,2S) configuration ensures high selectivity in asymmetric transformations, making it valuable for applications requiring precise stereocontrol. Careful handling is recommended due to its potential reactivity under certain conditions.
(1R,2S)-Naphthalene 1,2-oxide structure
(1R,2S)-Naphthalene 1,2-oxide structure
Product Name:(1R,2S)-Naphthalene 1,2-oxide
CAS No:73138-40-6
MF:C10H8O
MW:144.169922828674
CID:566727
Update Time:2025-06-09

(1R,2S)-Naphthalene 1,2-oxide Chemical and Physical Properties

Names and Identifiers

    • Coconut oil fatty acids, esters with trimethylolpropane
    • Fatty acids, coco, esters with trimethylolpropane
    • (1R,2S)-Naphthalene 1,2-oxide
    • (1R,2S)-Naphthalene epoxide
    • (1aS,7bR)-1a,7b-dihydronaphtho[1,2-b]oxirene
    • (+)-1R,2S-Naphthalene epoxide
    • (+)-(1R,2S)-Naphthalene epoxide
    • (1R,2S)-1,2-epoxy-1,2-dihydronaphthalene
    • Naphth(1,2-b)oxirene, 1a,7b-dihydro-, (1aS,7bR)-
    • C14786
    • Q27115739
    • Trimethylolpropane cocoate
    • Coconut oil fatty acid, esters with trimethylolpropane
    • Inchi: 1S/C10H8O/c1-2-4-8-7(3-1)5-6-9-10(8)11-9/h1-6,9-10H/t9-,10+/m0/s1
    • InChI Key: XQIJIALOJPIKGX-VHSXEESVSA-N
    • SMILES: O1[C@H]2C=CC3C=CC=CC=3[C@@H]12

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 197
  • XLogP3: 1.8
  • Topological Polar Surface Area: 12.5

Experimental Properties

  • Density: 0.93-0.94g/cm3 at 20℃

(1R,2S)-Naphthalene 1,2-oxide Pricemore >>

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Additional information on (1R,2S)-Naphthalene 1,2-oxide

Comprehensive Overview of (1R,2S)-Naphthalene 1,2-oxide (CAS No. 73138-40-6): Properties, Applications, and Research Insights

(1R,2S)-Naphthalene 1,2-oxide (CAS No. 73138-40-6) is a chiral epoxide derivative of naphthalene, widely recognized for its unique stereochemical properties and versatile applications in organic synthesis and material science. This compound belongs to the class of polycyclic aromatic hydrocarbons (PAHs) and has garnered significant attention due to its role as a key intermediate in the production of pharmaceuticals, agrochemicals, and advanced polymers. Researchers and industries alike are increasingly exploring its potential in green chemistry and catalytic transformations, aligning with the global shift toward sustainable chemical processes.

The molecular structure of (1R,2S)-Naphthalene 1,2-oxide features a highly reactive epoxide ring, which makes it a valuable building block for stereoselective synthesis. Its chirality is particularly significant in the development of enantiomerically pure compounds, a critical requirement in drug design and fine chemicals. Recent studies highlight its utility in asymmetric catalysis, where it serves as a ligand or precursor for chiral catalysts. This aligns with the growing demand for high-performance catalysts in the pharmaceutical and specialty chemicals sectors, as evidenced by frequent searches for terms like "chiral epoxides in drug development" and "PAH derivatives in catalysis."

From an environmental perspective, (1R,2S)-Naphthalene 1,2-oxide has been investigated for its biodegradability and potential low ecological impact compared to traditional PAHs. This resonates with current trends in eco-friendly chemical solutions, a topic frequently queried in scientific databases and AI-driven research platforms. Analytical techniques such as HPLC and NMR spectroscopy are commonly employed to characterize its purity and stereochemical integrity, addressing common user questions like "how to analyze chiral epoxides" or "methods for PAH derivative identification."

In material science, this compound has shown promise in the synthesis of advanced polymeric materials with tailored optical and mechanical properties. Its incorporation into photoresists and liquid crystal displays (LCDs) has been explored, reflecting industry interest in "naphthalene oxides in electronics" and "PAH-based functional materials." The compound's thermal stability and compatibility with nanotechnology applications further enhance its appeal, particularly in the context of next-generation electronic devices.

Ongoing research continues to uncover novel applications for (1R,2S)-Naphthalene 1,2-oxide, particularly in interdisciplinary fields such as bioconjugation chemistry and drug delivery systems. Its ability to form stable covalent bonds with biomolecules makes it a candidate for targeted therapeutics, a hot topic in biomedical searches. As regulatory frameworks evolve to prioritize safer chemicals, this compound's well-documented synthesis pathways and low toxicity profile position it favorably for future commercialization.

For researchers seeking reliable data on CAS No. 73138-40-6, peer-reviewed studies emphasize standardized protocols for handling and storage to maintain its stereochemical purity. Frequently asked questions like "stability of chiral epoxides" or "scaling up naphthalene oxide synthesis" are addressed through case studies in industrial chemistry journals. The compound's compatibility with continuous flow chemistry systems also aligns with modern process intensification strategies, a trending subject in chemical engineering forums.

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