1-Propylphosphonic acid cyclic anhydride, 50+% w/w soln. in dichloromethane, Thermo Scientific Chemicals
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1-Propylphosphonic acid cyclic anhydride, 50+% w/w soln. in dichloromethane, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1-Propylphosphonic acid cyclic anhydride, 50+% w/w soln. in dichloromethane, Thermo Scientific Chemicals

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Catalog number H63583.09
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10 g
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Chemical Identifiers
CAS68957-94-8
IUPAC Nametripropyl-1,3,5,2λ⁵,4λ⁵,6λ⁵-trioxatriphosphinane-2,4,6-trione
Molecular FormulaC9H21O6P3
InChI KeyPAQZWJGSJMLPMG-UHFFFAOYSA-N
SMILESCCCP1(=O)OP(=O)(CCC)OP(=O)(CCC)O1
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SpecificationsSpecification SheetSpecification Sheet
Assay (unspecified)≥50.0% [w/w] Anhydride value
Impurity content≤10.0% [w/w] Pyro-propanphosphoric acid
Impurity content≤0.5% [w/w] Propanphosphoric acid
Appearance (Color)Colorless to brown
Assay (unspecified)≥40.0% [w/w] 1-Propylphosphonic acid
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1-Propylphosphonic acid cyclic anhydride is used as a reagent for amide/peptide bond formation. It is utilized for condensation reactions and alcohol oxidations. It is also used to promote the synthesis of hydroxamic acids from carboxylic acids. Further, it is employed as an efficient promoter for the Lossen rearrangement to synthesis urea and carbamate derivatives.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1-Propylphosphonic acid cyclic anhydride is used as a reagent for amide/peptide bond formation. It is utilized for condensation reactions and alcohol oxidations. It is also used to promote the synthesis of hydroxamic acids from carboxylic acids. Further, it is employed as an efficient promoter for the Lossen rearrangement to synthesis urea and carbamate derivatives.

Solubility
Miscible with dioxane, terahydrofuran, dimethyl formamide, polar and aprotic organic solvents.

Notes
Moisture sensitive. Incompatible withstrong oxidizing agents.
WARNING: Cancer – www.P65Warnings.ca.gov
RUO – Research Use Only

General References:

  1. Madhu, C.; Basavaprabhu,; Vishwanatha, T. M.; Sureshbabu, V. V. T3P (propylphosphonic anhydride) mediated conversion of N α-protected amino/peptide acids into thioacids. Tetrahedron Lett. 2012, 53 (11), 1406-1409.
  2. Prasanna, T. S. R.; Raju, K. M. Quick Access to Bis(indolyl)methanes: T3P as a Novel Catalyst System. J. Korean Chem. Soc. 2012, 56 (1), 1406-1409.