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

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

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50 g
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Catalog number L19271.18
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Quantity:
50 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
Appearance (Color)Clear yellow to brown
FormSolution
Assay (unspecified)≥50.0% solids
Refractive Index1.4500-1.4540 @ 20°C
1-Propylphosphonic acid cyclic anhydride is used in the synthesis of N-acyloxythiazole-2(3H)-thiones. 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 in the synthesis of N-acyloxythiazole-2(3H)-thiones. 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 dichloromethane, dioxane, terahydrofuran, 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. T3P is a registered trademark of Archimica.
  2. For use in the synthesis of N-acyloxythiazole-2(3H)-thiones, see: Synlett, 371 (2000).
  3. Augustine, J. K.; Kumar, R.; Bombrun, A.; Mandal, A. B. An efficient catalytic method for the Beckmann rearrangement of ketoximes to amides and aldoximes to nitriles mediated by propylphosphonic anhydride (T3P™). Tetrahedron Lett. 2011, 52 (10), 1074-1077.
  4. Augustine, J. K.; Bombrun, A.; Ramappa, B.; Boodappa, C. An efficient one-pot synthesis of coumarins mediated by propylphosphonic anhydride (T3P) via the Perkin condensation. Tetrahedron Lett. 2012, 53 (33), 4422-4425.