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Diethyl phenylphosphonite (CAS 1638-86-4)

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Alternate Names:
Phenylphosphonous acid diethyl ester
Application:
Diethyl phenylphosphonite is an aromatic compound with catalytic and antibacterial applications
CAS Number:
1638-86-4
Molecular Weight:
198.20
Molecular Formula:
C10H15O2P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Diethyl phenylphosphonite is a phosphorus-containing organophosphorus compound characterized by its functional groups and reactivity, making it a valuable chemical in synthetic chemistry research. Structurally, it consists of a phenyl group attached to a phosphorus atom, which is also bonded to two ethoxy groups. This configuration grants the molecule unique properties, particularly in its role as a ligand and a reagent in various organic synthesis reactions. The reactivity of diethyl phenylphosphonite primarily arises from the phosphorus atom, which can act as a nucleophilic center, facilitating the addition or substitution reactions. In research, this chemical has been extensively used in the study of coordination chemistry, where it serves as a ligand to form complexes with transition metals. These complexes are often studied for their catalytic properties, especially in processes like olefin polymerization and the activation of small molecules. Furthermore, diethyl phenylphosphonite is involved in the synthesis of other organophosphorus compounds through transformations that exploit its phosphorus-centered reactivity. These reactions are crucial for developing novel materials with potential applications in areas such as flame retardants and plasticizers, providing insights into the versatility and functionality of phosphorus-based compounds in modern materials science.


Diethyl phenylphosphonite (CAS 1638-86-4) References

  1. Cs2CO3-promoted one-pot synthesis of alkynylphosphonates, -phosphinates, and -phosphine oxides.  |  Wang, Y., et al. 2014. J Org Chem. 79: 3678-83. PMID: 24661190
  2. A method for the synthesis of unsymmetric bisphosphoric analogs of α-amino acids.  |  Kuźnik, A., et al. 2023. RSC Adv. 13: 18908-18915. PMID: 37362601
  3. Metabolism of phosphorus-containing compounds by pig liver microsomal FAD-containing monooxygenase.  |  Smyser, BP. and Hodgson, E. 1985. Biochem Pharmacol. 34: 1145-50. PMID: 3994737
  4. Compounds of Phosphorus and Fluorine. II. Reaction of Phosphite, Phosphonite, and Phosphinite Esters with 1, 2-Dichloroperfluorocycloalkenes1.  |  Frank, Arlen W. 1965. The Journal of Organic Chemistry. 30.11: 3663-3667.
  5. Compounds of Phosphorus and Fluorine. IV. Reaction of 1-Chloro-2, 3, 3, 4, 4, 5, 5-heptafluorocyclopentene with Trialkyl Phosphites and Other Nucleophilic Reagents1.  |  Frank, Arlen W. 1966. The Journal of Organic Chemistry. 31.6: 1917-1920.
  6. Stereoisomerism at phosphorus in cyclic oxyphosphoranes. Reaction of phosphonite and phosphinite esters with 3-benzylidene-2, 4-pentanedione.  |  Ramirez, Fausto, et al. 1968. Journal of the American Chemical Society. 90.5: 1275-1280.
  7. Synthesis of phosphine oxides from phosphorus esters and alkyl halides using either sodium bis (2-methoxyethoxy) aluminum hydride or sodium aluminum diethyl dihydride.  |  Wetzel, Ronald B. and George L. Kenyon. 1974. The Journal of Organic Chemistry. 39.11: 1531-1535.
  8. Synthesis and crystal structure of tris (4-nitrophenyl isocyanide) bis (diethyl phenylphosphonite) cobalt (I) perchlorate.  |  Graziani, Rodolfo, et al. 1976. Inorganic Chemistry. 15.10: 2422-2428.
  9. Enhancing electrochemical performance of Li/LiMn 2 O 4 cell at elevated temperature by tailoring cathode interface via diethyl phenylphosphonite (DEPP) incorporation.  |  Liao, Bo, et al. 2017. Journal of Applied Electrochemistry. 47: 1161-1172.
  10. Diethyl phenylphosphonite contributing to solid electrolyte interphase and cathode electrolyte interphase for lithium metal batteries.  |  Miao, Chunxia, et al. 2021. Journal of Energy Chemistry. 63: 566-573.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Diethyl phenylphosphonite, 5 g

sc-397282
5 g
$96.00