Propylphosphonic anhydride

Propylphosphonic anhydride Basic information
Reaction
Product Name:Propylphosphonic anhydride
Synonyms:1-Propylphosphonic acid cyclic anhydride, 50+% w/w soln. in dichloroMethane;1-Propylphosphonic acid cyclic anhydride, 50 wt.% solution in ethyl acetate;1-Propylphosphonic anhydride solution, 50 wt. % in DMF;1-Propylphosphonic anhydride solution, 50 wt. % in ethyl acetate;2,4,6-tripropyl-1,3,5,2λ5,4λ5,6λ5-trioxatriphosphinane 2,4,6-trioxide;2,4,6-Tripropyl-1,3,5,2,4,6-trioxotriphosphorinane-2,4,6-trioxide (50% solution in Ethyl aceta;1-Propanephosphonic anhydride, in 50% DMF solution≥ 95%;2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution
CAS:68957-94-8
MF:C9H21O6P3
MW:318.18
EINECS:422-210-5
Product Categories:
Mol File:68957-94-8.mol
Propylphosphonic anhydride Structure
Propylphosphonic anhydride Chemical Properties
Boiling point 65 °C
density 1.069 g/mL at 25 °C
vapor pressure 0Pa at 25℃
refractive index n20/D 1.418
Fp 25 °F
storage temp. Flammables area
solubility Miscible with dioxane, terahydrofuran, dimethyl formamide, polar and aprotic organic solvents.
form Solution
color Clear yellow to brownish
Water Solubility 9.6g/L at 25℃
Sensitive Moisture Sensitive
BRN 5079255
Exposure limitsACGIH: TWA 20 ppm (Skin)
OSHA: TWA 40 ppm(70 mg/m3)
NIOSH: IDLH 137 ppm(25 mg/m3); TWA 20 ppm(34 mg/m3)
Stability:Moisture Sensitive
LogP0 at 25℃
CAS DataBase Reference68957-94-8(CAS DataBase Reference)
Safety Information
Hazard Codes T,C,F
Risk Statements 61-20/21-34-67-66-11
Safety Statements 53-26-36/37/39-45-33-16
RIDADR UN 2924 3/PG 3
WGK Germany 1
21
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29319019
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Propylphosphonic anhydride Usage And Synthesis
Reaction
  1. TP3 is an exceptional reagent for amide/peptide bond formation. The product is very easy to use and combines excellent reaction selectivity, low epimerization, high yields and high product purities.
  2. Conversions of acids and amides to nitriles under mild conditions.
  3. Synthesis of urea and carbamate derivatives.
  4. Formation of thioacids from N-protected amino acids and peptides. 
Reactions of 68957-94-8_1
Reactions of 68957-94-8_2
Chemical PropertiesClear light yellow solution
UsesPropylphosphonic anhydride may be used in the following studies:
  • As coupling agent for the synthesis of bispyridine-based ligands, which are used as bridging linkers in multinuclear platinum anticancer drugs.
  • Microwave-assissted Fischer indolization of arylhydrazines.
  • As acid activating agent for the direct synthesis of acid azides from carboxylic acids.
  • One-pot synthesis of coumarins.
  • Microwave-mediated synthesis of carbocyclic and heterocyclic fused quinolones.
  • One-pot synthesis of 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles from carboxylic acids.
  • Activation of the carboxyl group for hydroxyamidation and peptide coupling and in the one-pot conversion of carboxylic acids into hydroxamic acids.
UsesIt is employed as an efficient promoter for the Lossen rearrangement to synthesis urea and carbamate derivatives.
General DescriptionPropylphosphonic anhydride (T3P) is a reactive n-propyl phosphonic acid cyclic anhydride. It is a mild and low toxic coupling agent used in peptide synthesis. T3P also acts as a promoter and water scavenger in the Friedl?nder annulation reaction. It participates in the conversion of carboxylic acids and amides into nitriles, formation of Weinreb amides, ester synthesis, dehydrations, oxidation of alcohols, isonitrile synthesis, synthesis of alkenes from alcohols and C-C coupling reactions. T3P delivers outstanding advantages over traditional reagents, such as broad functional group tolerance, low epimerization, and water-soluble by-products and hence gives high purity and yield of the product.
Flammability and ExplosibilityNotclassified
Sorbic acid 4-tert-Butylbenzoic acid PROPANE-1-PHOSPHONIC ACID N,N-Dimethylformamide ETHYL-PHOSPHINIC ACID METHYL-PHOSPHINIC ACID METHYLPHOSPHONIC ACID Propylphosphonic anhydride ETHYLPHOSPHONIC ACID

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