Cas no 25411-73-8 (Diazomethyl-phosphonic Acid Diethyl Ester)

Diazomethyl-phosphonic Acid Diethyl Ester is a versatile organophosphorus compound characterized by its diazomethyl and phosphonic ester functional groups. This reagent is particularly valued in synthetic organic chemistry for its role as a precursor in the preparation of phosphonates and other phosphorus-containing intermediates. Its stability under controlled conditions and reactivity with nucleophiles make it useful for applications such as homologation reactions and the synthesis of specialized agrochemicals or pharmaceuticals. The diethyl ester moiety enhances solubility in organic solvents, facilitating handling in various reaction setups. Proper storage under inert conditions is recommended to maintain its integrity.
Diazomethyl-phosphonic Acid Diethyl Ester structure
25411-73-8 structure
Product Name:Diazomethyl-phosphonic Acid Diethyl Ester
CAS No:25411-73-8
MF:C5H11N2O3P
MW:178.126201868057
CID:1422680
PubChem ID:10943016
Update Time:2025-10-30

Diazomethyl-phosphonic Acid Diethyl Ester Chemical and Physical Properties

Names and Identifiers

    • Phosphonic acid, (diazomethyl)-, diethyl ester
    • 1-[diazomethyl(ethoxy)phosphoryl]oxyethane
    • DIAZOMETHYL-PHOSPHONIC ACID DIETHYL ESTER
    • diazomethyl-phosphonic acid dimethyl ester
    • dimethyl (diazomethyl)phosphonate
    • Gilbert-Seyferth reagent
    • O,O-dimethyl diazomethylphosphonate
    • Seyferth-Gilbert reagent
    • DTXSID90449181
    • diethyl diazomethylphosphonate
    • NIOUPZZEDGIWIT-UHFFFAOYSA-N
    • diazomethyl-phosphonic-acid-diethylester
    • MFCD16876630
    • 25411-73-8
    • Diazomethyl-phosphonic Acid Diethyl Ester
    • Inchi: 1S/C5H11N2O3P/c1-3-9-11(8,5-7-6)10-4-2/h5H,3-4H2,1-2H3
    • InChI Key: NIOUPZZEDGIWIT-UHFFFAOYSA-N
    • SMILES: P(C=[N+]=[N-])(=O)(OCC)OCC

Computed Properties

  • Exact Mass: 178.05100
  • Monoisotopic Mass: 178.05072921g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 5
  • Complexity: 190
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • XLogP3: 0.4
  • Tautomer Count: nothing
  • Surface Charge: 0
  • Topological Polar Surface Area: 37.5?2

Experimental Properties

  • Color/Form: Yellow liquid
  • PSA: 82.73000
  • LogP: 1.59166
  • Solubility: Soluble in most organic solvents

Diazomethyl-phosphonic Acid Diethyl Ester Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
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$190.00 2023-05-18
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Additional information on Diazomethyl-phosphonic Acid Diethyl Ester

Comprehensive Overview of Diazomethyl-phosphonic Acid Diethyl Ester (CAS No. 25411-73-8)

Diazomethyl-phosphonic Acid Diethyl Ester (CAS No. 25411-73-8) is a specialized organophosphorus compound widely recognized for its unique chemical properties and applications in synthetic chemistry. This compound, often referred to by its systematic name or CAS registry number, has garnered significant attention in research circles due to its role as a versatile reagent in organic synthesis. The diethyl ester moiety enhances its solubility and reactivity, making it a valuable intermediate in the preparation of more complex molecules.

In recent years, the demand for Diazomethyl-phosphonic Acid Diethyl Ester has increased, particularly in the fields of pharmaceuticals and agrochemicals. Researchers are exploring its potential as a building block for novel compounds with enhanced biological activity. The compound's ability to participate in diazotransfer reactions and phosphorylation processes makes it indispensable in modern synthetic methodologies. Its CAS No. 25411-73-8 is frequently searched in chemical databases, reflecting its growing relevance in industrial and academic settings.

One of the key advantages of Diazomethyl-phosphonic Acid Diethyl Ester is its stability under controlled conditions, which allows for safe handling and storage. This characteristic is particularly important for laboratories and manufacturing units aiming to optimize their synthetic workflows. The compound's diethyl ester derivative also contributes to its compatibility with a wide range of solvents, further broadening its applicability. As sustainability becomes a focal point in chemical research, the efficient use of such reagents aligns with the principles of green chemistry.

The synthesis of Diazomethyl-phosphonic Acid Diethyl Ester typically involves the reaction of phosphonic acid derivatives with diazomethane or its equivalents. This process highlights the compound's role in C-H activation and functional group transformations, which are critical in the development of new materials and active ingredients. Researchers are also investigating its potential in catalysis and ligand design, where its unique structural features can influence reaction outcomes.

From an analytical perspective, Diazomethyl-phosphonic Acid Diethyl Ester (CAS No. 25411-73-8) is characterized using advanced techniques such as NMR spectroscopy, mass spectrometry, and chromatography. These methods ensure the purity and consistency of the compound, which is essential for reproducible results in research and industrial applications. The compound's spectral data is often referenced in peer-reviewed journals, underscoring its importance in the scientific community.

In conclusion, Diazomethyl-phosphonic Acid Diethyl Ester (CAS No. 25411-73-8) represents a critical tool in the arsenal of synthetic chemists. Its versatility, stability, and reactivity make it a sought-after reagent for diverse applications. As the chemical industry continues to evolve, the demand for such high-performance compounds is expected to rise, driven by innovations in drug discovery, material science, and sustainable chemistry.

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