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
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 | n |
| 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) |
![]() Flame Flammables GHS02 ![]() Corrosion Corrosives GHS05 ![]() 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
Propylphosphonic anhydride manufacturer
Thermo Fisher Scientific India Private Limited
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