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68957-94-8 - 1-Propylphosphonic acid cyclic anhydride, 50+% soln. in ethyl acetate - 1-Propanephosphonic acid cyclic anhydride - T3P - L11911 - Alfa Aesar

L11911 1-Propylphosphonic acid cyclic anhydride, 50+% soln. in ethyl acetate

Número CAS
68957-94-8
Nombre Alternativo
1-Propanephosphonic acid cyclic anhydride
T3P

Tamaño Precio ($) Cantidad Disponibilidad
10g 34,30
50g 102,00
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1-Propylphosphonic acid cyclic anhydride, 50+% soln. in ethyl acetate

MDL
MFCD00006583
EINECS
422-210-5

Propiedades químicas

Fórmula
C9H21O6P3
Peso molecular
318.19
Punto de ebullición
77°
Punto de inflamabilidad
-3°(26°F)
Densidad
1.080
Índice de refracción
1.4190
Sensibilidad
Moisture Sensitive
Solubilidad
Miscible with dichloromethane, dimethyl formamide, dioxane, terahydrofuran, polar and aprotic organic solvents.

Aplicaciones

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.

Notas

Moisture sensitive. Incompatible withstrong oxidizing agents.

Referencias documentales

T3P is a registered trademark of Clariant Group.

Condensation agent in formation of amide and ester linkages. In peptide synthesis, gives high yields, low racemization, and minimization of side reactions without the need for additives, as well as easily removable (water soluble) by-products: Angew. Chem. Int. Ed., 19, 133 (1980). Also reported for formation of a Weinreb amide in high yield from the acid and N,O-dimethylhydroxylamine: Angew. Chem. Int. Ed., 36, 1191 (1997). Activating agent for epoxidation of alkenes, giving cis-stereoselectivity in reactions with allylic alcohols: Tetrahedron Lett., 35, 8125 (1994). For a brief reviews of the reagent, see: Synlett, 1369 (2000); 1328 (2007). For peptide reagents, see Appendix 6.

Nand, B.; Khanna, G.; Chaudhary, A.; Lumb, A.; M Khurana, J. 1, 8-Diazabicyclo [5.4. 0] undec-7-ene (DBU): A Versatile Reagent in Organic Synthesis. Curr. Org. Chem. 2015, 19 (9), 790-812

Nagendra, G.; Madhu, C.; Vishwanatha, T. M.; Sureshbabu, V. V. An expedient route for the reduction of carboxylic acids to alcohols employing 1-propanephosphonic acid cyclic anhydride as acid activator. Tetrahedron Lett. 2012, 53 (38), 5059-5063.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H225-H314-H318-H336

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage. May cause drowsiness or dizziness.

Indicaciones de precaución: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
5079255
Clase de peligro
3
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2934.99
TSCA
No

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