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L19271 1-Propylphosphonic acid cyclic anhydride, 50+% soln. in DMF

CAS Number
68957-94-8
Synonyms
1-Propanephosphonic acid cyclic anhydride
T3P

Stock No. Size Price ($) Quantity Availability
L19271-09 10g 39.10
L19271-18 50g 162.00
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1-Propylphosphonic acid cyclic anhydride, 50+% soln. in DMF

MDL
MFCD00006583
EINECS
422-210-5

Chemical Properties

Formula
C9H21O6P3
Formula Weight
318.19
Boiling Point
153°
Flash Point
62°(143°F)
Density
1.090
Refractive Index
1.4505
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
Solubility
Miscible with dichloromethane, dioxane, terahydrofuran, polar and aprotic organic solvents.

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.

Notes

Moisture sensitive. Incompatible withstrong oxidizing agents.

Literature References

T3P is a registered trademark of Archimica.

For use in the synthesis of N-acyloxythiazole-2(3H)-thiones, see: Synlett, 371 (2000).

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.

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H314-H332-H360D

Flammable liquid and vapour. Causes severe skin burns and eye damage. Harmful if inhaled. May damage the unborn child.

Precautionary Statements: P201-P202-P210-P233-P240-P241-P242-P243-P260-P264b-P271-P281-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
5079255
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2931.35
TSCA
No

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