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Propylphosphonic anhydride

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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
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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)
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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

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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. 

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

Propylphosphonic anhydride Preparation Products And Raw materials

Raw materials

Propylphosphonic anhydrideSupplier

Yurui (Shanghai) Chemical Co., Ltd.
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