Cas no 13436-45-8 (2-Methoxytetrahydrofuran)

2-Methoxytetrahydrofuran is a cyclic ether derivative of tetrahydrofuran (THF) with a methoxy substituent at the 2-position. This compound is valued for its polar aprotic solvent properties, offering a balance of reactivity and stability in organic synthesis. Its cyclic structure and ether functionality make it suitable for use in Grignard reactions, polymerization processes, and as a solvent for lithium batteries. The methoxy group enhances its solvation capabilities compared to unsubstituted THF, while maintaining low viscosity and good miscibility with common organic solvents. It is particularly useful in reactions requiring controlled basicity and nucleophilicity. Proper handling is advised due to its flammability and potential peroxide formation.
2-Methoxytetrahydrofuran structure
2-Methoxytetrahydrofuran structure
Product Name:2-Methoxytetrahydrofuran
CAS No:13436-45-8
MF:C5H10O2
MW:102.131701946259
CID:168433
PubChem ID:47519
Update Time:2025-05-22

2-Methoxytetrahydrofuran Chemical and Physical Properties

Names and Identifiers

    • Furan,tetrahydro-2-methoxy-
    • 2-methoxyoxolane
    • 2-Methoxytetrahydrofuran
    • 2-methoxy-tetrahydro-furan
    • 2-methoxytetrahydrofurane
    • EINECS 236-568-3
    • Furan,tetrahydro-2-methoxy
    • 2-Methoxy-THF
    • Tetrahydro-2-methoxyfuran
    • Furan, tetrahydro-2-methoxy-
    • OKAMTPRCXVGTND-UHFFFAOYSA-N
    • 2-methoxy-tetrahydrofuran
    • 13436-45-8
    • AS-58090
    • AKOS006274054
    • SCHEMBL300796
    • NS00053911
    • 2-Methoxytetrahydrofuran, 99%
    • A937142
    • DTXSID50928588
    • G77627
    • Inchi: 1S/C5H10O2/c1-6-5-3-2-4-7-5/h5H,2-4H2,1H3
    • InChI Key: OKAMTPRCXVGTND-UHFFFAOYSA-N
    • SMILES: O1CCCC1OC

Computed Properties

  • Exact Mass: 102.06800
  • Monoisotopic Mass: 102.06808
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 54
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 18.5
  • XLogP3: 0.6

Experimental Properties

  • Density: 0.96
  • Boiling Point: 112°Cat760mmHg
  • Flash Point: 7.8°C
  • Refractive Index: 1.417
  • PSA: 18.46000
  • LogP: 0.76930
  • Vapor Pressure: 26.1±0.2 mmHg at 25°C

2-Methoxytetrahydrofuran Security Information

2-Methoxytetrahydrofuran Customs Data

  • HS CODE:2932190090
  • Customs Data:

    China Customs Code:

    2932190090

    Overview:

    2932190090 Other structurally non fused furan ring compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932190090 other compounds containing an unfused furan ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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2-Methoxytetrahydrofuran Production Method

2-Methoxytetrahydrofuran Related Literature

Additional information on 2-Methoxytetrahydrofuran

Comprehensive Overview of 2-Methoxytetrahydrofuran (CAS No. 13436-45-8): Properties, Applications, and Industry Insights

2-Methoxytetrahydrofuran (CAS No. 13436-45-8), a versatile cyclic ether derivative, has garnered significant attention in pharmaceutical, agrochemical, and specialty chemical industries. This compound, often referred to as 2-MeOTHF or methoxy-THF, serves as a critical solvent and intermediate due to its unique molecular structure combining a tetrahydrofuran ring with a methoxy substituent. Its low toxicity, high stability, and excellent solvation properties make it a preferred choice for green chemistry applications, aligning with the global shift toward sustainable synthesis.

Recent trends highlight growing interest in bio-based solvents and eco-friendly alternatives to traditional reagents, positioning 2-Methoxytetrahydrofuran as a promising candidate. Searches for "biodegradable solvent substitutes" or "safe ether derivatives for pharmaceuticals" reflect this demand. The compound’s ability to dissolve polar and non-polar compounds while maintaining low volatility addresses key concerns in industrial safety and environmental compliance. Researchers also explore its role in asymmetric synthesis and catalysis, where its chiral center enables stereoselective reactions—a hot topic in drug development.

From a technical perspective, 2-Methoxytetrahydrofuran exhibits a boiling point of ~110–115°C and a density of ~0.95 g/cm3, making it suitable for high-temperature reactions. Its water-miscibility and low viscosity facilitate easy handling in liquid-phase processes. Analytical techniques like GC-MS and NMR spectroscopy confirm its purity, a critical factor for applications requiring high-precision formulations. Notably, its compatibility with Grignard reagents and organolithium compounds expands its utility in fine chemical synthesis.

In the pharmaceutical sector, 2-Methoxytetrahydrofuran is increasingly used as a reaction medium for APIs (Active Pharmaceutical Ingredients). Queries such as "solvents for peptide coupling" or "THF alternatives in drug formulation" underscore its relevance. Its low peroxidation risk compared to conventional THF reduces storage hazards, a key advantage for manufacturers prioritizing workplace safety. Additionally, agrochemical formulations leverage its solvation power for pesticides and herbicides, particularly in microencapsulation technologies that enhance product efficacy.

Innovations in green chemistry further propel the adoption of 2-Methoxytetrahydrofuran. With rising regulatory pressures on volatile organic compounds (VOCs), industries seek alternatives that meet REACH and EPA standards. The compound’s biodegradability profile and reduced environmental persistence align with these requirements. Recent patents highlight its use in ionic liquid systems and CO? capture technologies, demonstrating its cross-industry potential. As sustainability becomes a core focus, searches for "circular economy solvents" or "non-toxic reaction media" amplify its market visibility.

Quality control protocols for CAS No. 13436-45-8 emphasize stringent impurity thresholds, particularly for peroxide content and residual catalysts. Suppliers often provide HPLC-grade or anhydrous variants to cater to diverse industrial needs. Storage recommendations typically include nitrogen blanketing and amber glass containers to prevent degradation—a detail frequently queried in "best practices for ether storage" discussions. These measures ensure compliance with ICH guidelines for pharmaceutical applications.

Looking ahead, 2-Methoxytetrahydrofuran is poised to play a pivotal role in emerging fields like flow chemistry and continuous manufacturing. Its compatibility with microreactor systems and high-throughput screening aligns with Industry 4.0 automation trends. Furthermore, its potential in battery electrolyte formulations and polymer plasticizers opens new avenues for material science research. As industries prioritize carbon footprint reduction, this compound’s balance of performance and sustainability will likely drive its demand upward.

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