Propylphosphonic anhydride
Propylphosphonic anhydride Basic information
- Product Name:
- Propylphosphonic anhydride
- Synonyms:
-
- T3P/Propanephosphonic acid cyclic anhydride
- n-Propylphosphonic cyclic anhydride
- Propylphosphonic anhydride solution (50 wt.% in DMF)
- 4-[(R)-3-aminopiperidin-1-yl]-2-({6-[(R)-3-aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl}methyl)benzonitrile, 4-((R)-3-aminopiperidin-1-yl)-2-((6-((R)-3-aminopiperidin-1-yl)-3-methyl-2,4-oxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile
- 1-propanphosphonic acid cyclic anhydride (50% in EtOAc)
- Propylphosphonic anhydride 50% in EA
- Propylphosphonic anhydride 50% in DMF
- 2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide
- CAS:
- 68957-94-8
- MF:
- C9H21O6P3
- MW:
- 318.18
- EINECS:
- 422-210-5
- Mol File:
- 68957-94-8.mol
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
- 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
- LogP
- 0 at 25℃
- CAS DataBase Reference
- 68957-94-8(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
- F
- 21
- TSCA
- Yes
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29319019
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
Propylphosphonic anhydride Usage And Synthesis
Reaction
- 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.
- Conversions of acids and amides to nitriles under mild conditions.
- Synthesis of urea and carbamate derivatives.
- Formation of thioacids from N-protected amino acids and peptides.
Chemical Properties
Clear light yellow solution
Uses
It is employed as an efficient promoter for the Lossen rearrangement to synthesis urea and carbamate derivatives.
Uses
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