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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

Codice CAS
68957-94-8
Sinonimi
1-Propanephosphonic acid cyclic anhydride
T3P

Dimensioni Prezzo ($) Quantità Disponibilità
10g 29,97
50g 97,20
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1-Propylphosphonic acid cyclic anhydride, 50+% soln. in ethyl acetate

MDL
MFCD00006583
EINECS
422-210-5

Proprietà chimiche

Formula
C9H21O6P3
Peso formula
318.19
Punto di ebollizione
77°
Punto di infiammabilità
-3°(26°F)
Densità
1.080
Indice di rifrazione
1.4190
Sensibilità
Moisture Sensitive
Solubilità
Miscible with dichloromethane, dimethyl formamide, dioxane, terahydrofuran, polar and aprotic organic solvents.

Applicazioni

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.

Note

Moisture sensitive. Incompatible withstrong oxidizing agents.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H314-H336

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

Dichiarazioni precauzionali: P210-P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
5079255
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2934.99
TSCA
No

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