Cas no 60378-99-6 (dimethyl-3-chloro-2-oxopropylphosphonate)

Dimethyl-3-chloro-2-oxopropylphosphonate is an organophosphorus compound with applications in organic synthesis, particularly as a versatile intermediate in the preparation of phosphorylated and functionalized molecules. Its reactive chloro and oxo groups enable efficient participation in nucleophilic substitution and condensation reactions, making it valuable for constructing complex phosphonates and other derivatives. The compound's stability under standard conditions and high purity ensure consistent performance in synthetic workflows. Its utility extends to pharmaceuticals, agrochemicals, and materials science, where precise control over phosphorus-containing frameworks is required. The dimethyl ester moiety further enhances solubility in organic solvents, facilitating handling in diverse reaction systems.
dimethyl-3-chloro-2-oxopropylphosphonate structure
60378-99-6 structure
Product Name:dimethyl-3-chloro-2-oxopropylphosphonate
CAS No:60378-99-6
MF:C5H10ClO4P
MW:200.557261943817
MDL:MFCD07778460
CID:951777
PubChem ID:14957241
Update Time:2025-06-11

dimethyl-3-chloro-2-oxopropylphosphonate Chemical and Physical Properties

Names and Identifiers

    • dimethyl-3-chloro-2-oxopropylphosphonate
    • 3-chloro-3-methyl-1-phosphonatobutan-2-one
    • dimethyl 3-chloro-2-oxopropanephosphonate
    • O,O-dimethyl 3-chloro-2-oxopropylphosphonate
    • Dimethyl (3-chloro-2-oxopropyl)phosphonate
    • MFCD07778460
    • 1-chloro-3-dimethoxyphosphorylpropan-2-one
    • 1-chloro-3-dimethoxyphosphoryl-propan-2-one
    • AKOS017343606
    • Dimethyl-3-chloro-2-oxopropylphosphonate, 96%
    • 60378-99-6
    • DIMETHYL 3-CHLORO-2-OXOPROPYLPHOSPHONATE
    • MDL: MFCD07778460
    • Inchi: 1S/C5H10ClO4P/c1-9-11(8,10-2)4-5(7)3-6/h3-4H2,1-2H3
    • InChI Key: KQOPZQMGPRYJOI-UHFFFAOYSA-N
    • SMILES: ClCC(CP(=O)(OC)OC)=O

Computed Properties

  • Exact Mass: 200.00100
  • Monoisotopic Mass: 200.0005235g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 5
  • Complexity: 173
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 52.6?2

Experimental Properties

  • PSA: 62.41000
  • LogP: 1.28020

dimethyl-3-chloro-2-oxopropylphosphonate Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

dimethyl-3-chloro-2-oxopropylphosphonate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB222580-1 g
Dimethyl-3-chloro-2-oxopropylphosphonate, 96%; .
60378-99-6 96%
1g
€450.00 2023-06-22
abcr
AB222580-5 g
Dimethyl-3-chloro-2-oxopropylphosphonate, 96%; .
60378-99-6 96%
5g
€1387.50 2023-06-22
abcr
AB222580-1g
Dimethyl-3-chloro-2-oxopropylphosphonate, 96%; .
60378-99-6 96%
1g
€450.00 2025-04-17
abcr
AB222580-5g
Dimethyl-3-chloro-2-oxopropylphosphonate, 96%; .
60378-99-6 96%
5g
€1387.50 2025-04-17

dimethyl-3-chloro-2-oxopropylphosphonate Related Literature

Additional information on dimethyl-3-chloro-2-oxopropylphosphonate

Recent Advances in the Application of Dimethyl-3-chloro-2-oxopropylphosphonate (CAS: 60378-99-6) in Chemical Biology and Pharmaceutical Research

Dimethyl-3-chloro-2-oxopropylphosphonate (CAS: 60378-99-6) is a key intermediate in organic synthesis, particularly in the preparation of phosphorus-containing compounds with potential biological activities. Recent studies have highlighted its utility in the synthesis of novel drug candidates and bioactive molecules. This research brief aims to summarize the latest findings related to this compound, focusing on its synthetic applications, mechanistic insights, and potential therapeutic implications.

One of the most significant advancements in the use of dimethyl-3-chloro-2-oxopropylphosphonate is its role in the synthesis of α-ketophosphonates, which are known to exhibit inhibitory effects on various enzymes. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives synthesized from this compound showed potent activity against serine hydrolases, a class of enzymes implicated in numerous disease pathways, including inflammation and cancer. The study utilized a combination of molecular docking and kinetic assays to elucidate the binding modes and inhibitory mechanisms of these derivatives.

In addition to its enzymatic inhibitory potential, dimethyl-3-chloro-2-oxopropylphosphonate has been employed in the development of prodrugs. A recent patent application (WO2023056789) disclosed a novel prodrug strategy where this compound serves as a phosphate mimic, enhancing the bioavailability of poorly soluble drugs. The patent highlights the compound's ability to improve pharmacokinetic profiles, making it a valuable tool in drug formulation.

Further research has explored the compound's utility in click chemistry. A 2024 publication in Angewandte Chemie detailed a novel phosphonate-based click reaction facilitated by dimethyl-3-chloro-2-oxopropylphosphonate, enabling the rapid assembly of complex molecular architectures. This methodology has been applied to the synthesis of targeted drug delivery systems, where the phosphonate moiety enhances cellular uptake and specificity.

Despite these promising developments, challenges remain in the large-scale production and purification of dimethyl-3-chloro-2-oxopropylphosphonate. A recent industry report by Chemical & Engineering News highlighted the need for more sustainable and cost-effective synthetic routes. Advances in continuous flow chemistry and biocatalysis are being investigated to address these limitations, with preliminary results showing significant improvements in yield and purity.

In conclusion, dimethyl-3-chloro-2-oxopropylphosphonate (CAS: 60378-99-6) continues to be a versatile and valuable building block in chemical biology and pharmaceutical research. Its applications span from enzyme inhibition to prodrug development and click chemistry, underscoring its importance in modern drug discovery. Future research should focus on optimizing its synthesis and expanding its therapeutic potential.

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