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HomeProduct name listPropylphosphonic anhydride

Propylphosphonic anhydride

Synonym(s):1-Propanephosphonic anhydride solution;2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution;PPACA;T3P

  • CAS NO.:68957-94-8
  • Empirical Formula: C9H21O6P3
  • Molecular Weight: 318.18
  • MDL number: MFCD00006583
  • EINECS: 422-210-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2026-01-13 11:26:39
Propylphosphonic anhydride Structural

What is Propylphosphonic anhydride?

Description

Propylphosphonic anhydride (T3P) is a highly reactive n-propyl phosphonic acid cyclic anhydride, generally used as a coupling agent and water scavenger with low toxicity and low allergenic potential. T3P has been demonstrated to be an efficient and mild reagent for the one-pot synthesis of 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles from carboxylic acids.

Chemical properties

Propylphosphonic anhydride is a clear light yellow solution. T3P is typically sold as a 50% solution in a solvent (ex. EtOAc or DMF).

The Uses of Propylphosphonic anhydride

Propylphosphonic 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.

General Description

Propylphosphonic 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 Explosibility

Not classified

Properties of Propylphosphonic anhydride

Boiling point: 65 °C
Density  1.069 g/mL at 25 °C
vapor pressure  0Pa at 25℃
refractive index  n20/D 1.418
Flash point: 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 limits ACGIH: 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
CAS DataBase Reference 68957-94-8(CAS DataBase Reference)

Safety information for Propylphosphonic anhydride

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H225:Flammable liquids
H290:Corrosive to Metals
H314:Skin corrosion/irritation
H336:Specific target organ toxicity,single exposure; Narcotic effects
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P234:Keep only in original container.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Propylphosphonic anhydride

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