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7283-64-9

Dibenzyl vinylphosphonate is an organophosphorus compound with the chemical formula C15H15O3P. It is a colorless liquid that is soluble in organic solvents and has a molecular weight of 270.25 g/mol. dibenzyl vinylphosphonate is characterized by its phosphonate group (P(O)(OH)2) attached to a vinyl group, with two benzyl groups (C6H5CH2-) providing steric hindrance. Dibenzyl vinylphosphonate is used as a reagent in organic synthesis, particularly in the formation of phosphonate esters and as a precursor to various phosphorus-containing compounds. It is also employed in the synthesis of agrochemicals and pharmaceuticals due to its ability to form stable intermediates and its potential as a chiral auxiliary in asymmetric synthesis.

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  • 7283-64-9 Structure

  • Basic information

    1. Product Name: dibenzyl vinylphosphonate
    2. Synonyms: dibenzyl vinylphosphonate
    3. CAS NO:7283-64-9
    4. Molecular Formula:
    5. Molecular Weight: 288.283
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 7283-64-9.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: dibenzyl vinylphosphonate(CAS DataBase Reference)
    10. NIST Chemistry Reference: dibenzyl vinylphosphonate(7283-64-9)
    11. EPA Substance Registry System: dibenzyl vinylphosphonate(7283-64-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 7283-64-9(Hazardous Substances Data)

7283-64-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7283-64-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,8 and 3 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 7283-64:
(6*7)+(5*2)+(4*8)+(3*3)+(2*6)+(1*4)=109
109 % 10 = 9
So 7283-64-9 is a valid CAS Registry Number.

7283-64-9Relevant articles and documents

Zwitterionic pyrrolidene-phosphonates: Inhibitors of the glycoside hydrolase-like phosphorylase: Streptomyces coelicolor GlgEI-V279S

Veleti, Sri Kumar,Petit, Cecile,Ronning, Donald R.,Sucheck, Steven J.

, p. 3884 - 3891 (2017)

We synthesized and evaluated new zwitterionic inhibitors against glycoside hydrolase-like phosphorylase Streptomyces coelicolor (Sco) GlgEI-V279S which plays a role in α-glucan biosynthesis. Sco GlgEI-V279S serves as a model enzyme for validated anti-Tuberculosis (TB) target Mycobacterium tuberculosis (Mtb) GlgE. Pyrrolidine inhibitors 5 and 6 were designed based on transition state considerations and incorporate a phosphonate on the pyrrolidine moiety to expand the interaction network between the inhibitor and the enzyme active site. Compounds 5 and 6 inhibited Sco GlgEI-V279S with Ki = 45 ± 4 μM and 95 ± 16 μM, respectively, and crystal structures of Sco GlgE-V279S-5 and Sco GlgE-V279S-6 were obtained at a 3.2 ? and 2.5 ? resolution, respectively.

Synthesis and Evaluation of Non-Hydrolyzable Phospho-Lysine Peptide Mimics

Hauser, Anett,Poulou, Eleftheria,Müller, Fabian,Schmieder, Peter,Hackenberger, Christian P. R.

supporting information, p. 2326 - 2331 (2020/12/09)

The intrinsic lability of the phosphoramidate P?N bond in phosphorylated histidine (pHis), arginine (pHis) and lysine (pLys) residues is a significant challenge for the investigation of these post-translational modifications (PTMs), which gained attention rather recently. While stable mimics of pHis and pArg have contributed to study protein substrate interactions or to generate antibodies for enrichment as well as detection, no such analogue has been reported yet for pLys. This work reports the synthesis and evaluation of two pLys mimics, a phosphonate and a phosphate derivative, which can easily be incorporated into peptides using standard fluorenyl-methyloxycarbonyl- (Fmoc-)based solid-phase peptide synthesis (SPPS). In order to compare the biophysical properties of natural pLys with our synthetic mimics, the pKa values of pLys and analogues were determined in titration experiments applying nuclear magnetic resonance (NMR) spectroscopy in small model peptides. These results were used to compute electrostatic potential (ESP) surfaces obtained after molecular geometry optimization. These findings indicate the potential of the designed non-hydrolyzable, phosphonate-based mimic for pLys in various proteomic approaches.

89. Deoxy-nitrosugars. 10th Communication. Synthesis of Isosteric Phosphonate Analogues of Ulose-1-Phosphates

Julina, Radomir,Vasella, Andrea

, p. 819 - 830 (2007/10/02)

A general approach to isosteric phosphonate analogues of ulose-1-phosphates is described.A base-catalysed chain elongation via a Michael addition of 1-deoxy-1-nitro-sugars 4, 8, and 16 to the vinylphosphonate 18 followed by hydrolysis of the nitro adducts

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