Cas no 17145-91-4 (triethyl 2-phosphonobutyrate)

Triethyl 2-phosphonobutyrate is a phosphonate ester widely utilized as a key intermediate in organic synthesis, particularly in Horner-Wadsworth-Emmons (HWE) reactions for the preparation of α,β-unsaturated esters. Its high reactivity and stability make it a valuable reagent for constructing carbon-carbon double bonds with precise stereocontrol. The compound’s triethyl ester group enhances solubility in organic solvents, facilitating straightforward handling and reaction conditions. It is commonly employed in the synthesis of fine chemicals, pharmaceuticals, and agrochemicals due to its efficiency in generating functionalized olefins. The phosphonate moiety also allows for further derivatization, broadening its utility in complex molecule assembly.
triethyl 2-phosphonobutyrate structure
triethyl 2-phosphonobutyrate structure
Product Name:triethyl 2-phosphonobutyrate
CAS No:17145-91-4
MF:C10H21O5P
MW:252.24450469017
MDL:MFCD00041347
CID:87800
PubChem ID:229053
Update Time:2025-10-29

triethyl 2-phosphonobutyrate Chemical and Physical Properties

Names and Identifiers

    • triethyl 2-phosphonobutyrate
    • Diethyl 1-(ethoxycarbonyl)propanephosphonate~2-Phosphonobutyric acid triethyl ester
    • α-Diethylphosphonobutanoic acid ethyl ester
    • Ethyl 2-(diethoxyphosphoryl)butanoate
    • NSC 22423
    • Ethyl 2-(diethoxyphosphinyl)butanoate
    • Ethyl 2-(diethylphosphono)butyrate
    • Triethyl 2-phosphonobutanoate
    • Triethyl alpha-phosphonobutyrate
    • alpha-Diethylphosphonobutanoic acid ethyl ester
    • TRIETHYL-2-PHOSPHONOBUTANOATE
    • Triethyl 2-phosphonobutyrate,98%
    • Triethyl 2-phosphonobutyrate 98%
    • Triethyle2-phosphonobutyrate, 98%
    • AKOS015915825
    • CS-0148079
    • ethyl 2-diethoxyphosphorylbutanoate
    • SY211096
    • SCHEMBL1052265
    • AS-63454
    • 2-(DIETHOXY-PHOSPHORYL)-BUTYRIC ACID ETHYL ESTER
    • MFCD00041347
    • GYUCVQSNZFRDRL-UHFFFAOYSA-
    • Butyric acid, triethyl ester
    • J-010727
    • ethyl 2-(diethoxyphosphoryl)-2-ethylacetate
    • A921676
    • NSC22423
    • ethyl 2-(diethyl phosphono)butanoate
    • Ethyl 2-(diethoxyphosphoryl)butanoate #
    • triethyl 2-phosphonobu-tyrate
    • Triethyl 2-phosphonobutyrate, 98%
    • Butyric acid, 2-phosphono-, triethyl ester
    • ethyl 2-diethylphosphonobutanoate
    • InChI=1/C10H21O5P/c1-5-9(10(11)13-6-2)16(12,14-7-3)15-8-4/h9H,5-8H2,1-4H3
    • Ethyl2-(diethoxyphosphoryl)butanoate
    • EN300-378863
    • Triethyl-2-phosphono butyrate
    • diethyl 1-ethoxycarbonylpropylphosphonate
    • NSC-22423
    • 17145-91-4
    • Butanoic acid, 2-(diethoxyphosphinyl)-, ethyl ester
    • .alpha.-(Diethylphosphono)butanoic acid, ethyl ester
    • a-Diethylphosphonobutanoic acid ethyl ester
    • ethyl 2-(diethoxyphosphoryl)butyrate
    • MDL: MFCD00041347
    • Inchi: 1S/C10H21O5P/c1-5-9(10(11)13-6-2)16(12,14-7-3)15-8-4/h9H,5-8H2,1-4H3
    • InChI Key: GYUCVQSNZFRDRL-UHFFFAOYSA-N
    • SMILES: P(C(C(=O)OCC)CC)(=O)(OCC)OCC
    • BRN: 1789280

Computed Properties

  • Exact Mass: 252.11300
  • Monoisotopic Mass: 252.113
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 9
  • Complexity: 244
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.4
  • Topological Polar Surface Area: 61.8A^2

Experimental Properties

  • Color/Form: Uncertain
  • Density: 1.064?g/mL?at 25?°C(lit.)
  • Boiling Point: 152-154?°C/14?mmHg(lit.)
  • Flash Point: Degrees Fahrenheit:235.4°F
    Degrees Celsius:113°C
  • Refractive Index: n20/D 1.432(lit.)
  • Solubility: Slightly soluble (11 g/l) (25 o C),
  • Water Partition Coefficient: Not miscible or difficult to mix with water.
  • PSA: 71.64000
  • LogP: 2.59420
  • Solubility: Uncertain

triethyl 2-phosphonobutyrate Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xi
  • Safety Term:S26;S36
  • Risk Phrases:R36/38

triethyl 2-phosphonobutyrate 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%

triethyl 2-phosphonobutyrate Pricemore >>

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abcr
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triethyl 2-phosphonobutyrate Production Method

triethyl 2-phosphonobutyrate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:17145-91-4)triethyl 2-phosphonobutyrate
Order Number:A921676
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 13:18
Price ($):270.0

triethyl 2-phosphonobutyrate Related Literature

Additional information on triethyl 2-phosphonobutyrate

Triethyl 2-phosphonobutyrate (CAS No. 17145-91-4): A Versatile Phosphonate Compound in Modern Chemical and Pharmaceutical Research

Triethyl 2-phosphonobutyrate, chemically identified by the CAS number 17145-91-4, is a significant compound in the realm of organic chemistry and pharmaceutical applications. This phosphonate derivative, characterized by its ethyl ester groups and a phosphonic acid backbone, has garnered considerable attention due to its diverse utility in synthetic chemistry, drug development, and material science. The compound's unique structural features make it a valuable intermediate in the synthesis of more complex molecules, particularly in the context of bioactive compounds and functional materials.

The molecular structure of Triethyl 2-phosphonobutyrate consists of a butyl chain terminated by a phosphonic acid group, which is further modified by three ethyl ester units. This configuration imparts a high degree of reactivity, enabling the compound to participate in various chemical transformations. The presence of the phosphonate group enhances its solubility in polar solvents and facilitates its incorporation into larger molecular frameworks. These properties have made it a staple in research laboratories focusing on novel drug candidates and advanced material formulations.

In recent years, Triethyl 2-phosphonobutyrate has been explored for its potential applications in pharmaceutical research. Its ability to act as a precursor for more complex phosphonate-containing molecules has opened new avenues in the development of therapeutic agents. For instance, phosphonate-based compounds have shown promise in the treatment of bone diseases, metal chelation therapy, and as inhibitors of enzymes involved in pathogenic processes. The versatility of this compound allows researchers to design derivatives with tailored properties, enhancing their efficacy and selectivity.

The synthesis of Triethyl 2-phosphonobutyrate typically involves the reaction of diethyl phosphonoacetate with butanol under controlled conditions. This process highlights the compound's role as a building block in organic synthesis. The reaction conditions can be optimized to achieve high yields and purity, making it a reliable choice for industrial-scale production. Furthermore, advancements in catalytic methods have improved the efficiency of its synthesis, reducing the environmental impact and cost associated with its production.

One of the most compelling aspects of Triethyl 2-phosphonobutyrate is its application in materials science. Phosphonate derivatives are known for their ability to form stable complexes with metals, making them useful in corrosion inhibition and water treatment technologies. Additionally, these compounds have been investigated for their potential use in nanotechnology, where they can serve as ligands or stabilizers for metal nanoparticles. The ability to functionalize the phosphonate group with various substituents allows for the creation of materials with specific properties, such as enhanced biocompatibility or improved thermal stability.

The pharmaceutical industry has also leveraged Triethyl 2-phosphonobutyrate for developing novel drug formulations. Its incorporation into drug molecules can improve pharmacokinetic properties such as solubility and bioavailability. For example, studies have demonstrated its role in enhancing the absorption and distribution of certain therapeutic agents when used as part of a prodrug strategy. This approach has been particularly useful in treating metabolic disorders where targeted delivery is crucial.

In conclusion, Triethyl 2-phosphonobutyrate (CAS No. 17145-91-4) is a multifaceted compound with broad applications across chemical synthesis and pharmaceutical research. Its unique structural features enable it to serve as an effective intermediate in the development of bioactive molecules and advanced materials. As research continues to uncover new applications for this compound, its significance is expected to grow further, solidifying its place as a cornerstone in modern chemical innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:17145-91-4)triethyl 2-phosphonobutyrate
A921676
Purity:99%
Quantity:100g
Price ($):270.0
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