Reaction
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Propylphosphonic anhydride

Reaction
Product Name
Propylphosphonic anhydride
CAS No.
68957-94-8
Chemical Name
Propylphosphonic anhydride
Synonyms
T3P;1-PROPANEPHOSPHONIC ANHYDRIDE;PPACA;1-PROPANEPHOSPHONIC ACID CYCLIC ANHYDRIDE;PROPANE PHOSPHONIC ACID ANHYDRIDE;1-PROPYLPHOSPHONIC ACID CYCLIC ANHYDRIDE;2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide;PPAA;Propylphosphonic acid anhydride;T3P/Propanephosphonic acid cyclic anhydride
CBNumber
CB8462554
Molecular Formula
C9H21O6P3
Formula Weight
318.18
MOL File
68957-94-8.mol
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Propylphosphonic anhydride Property

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

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H290May be corrosive to metals

H314Causes severe skin burns and eye damage

H336May cause drowsiness or dizziness

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P234Keep only in original container.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.43942
Product name
Propanephosphonic acid anhydride
Purity
(50% solution in ethyl acetate) for synthesis T3P
Packaging
25ML
Price
$71.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.43942
Product name
Propanephosphonic acid anhydride
Purity
(50% solution in ethyl acetate) for synthesis T3P
Packaging
50ML
Price
$114
Updated
2024/03/01
Sigma-Aldrich
Product number
8.43944
Product name
Propanephosphonic acid anhydride
Purity
(50% solution in Dimethyl formamide) for synthesis T3P
Packaging
50ML
Price
$132
Updated
2024/03/01
Sigma-Aldrich
Product number
8.43942
Product name
Propanephosphonic acid anhydride
Purity
(50% solution in ethyl acetate) for synthesis T3P
Packaging
100ML
Price
$186
Updated
2024/03/01
Sigma-Aldrich
Product number
431303
Product name
Propylphosphonic anhydride solution
Purity
≥50wt. % in ethyl acetate
Packaging
10ml
Price
$44.6
Updated
2024/03/01
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Propylphosphonic anhydride Chemical Properties,Usage,Production

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

Phosphorus pentachloride Hydrochloric acid 1-Bromopropane Thionyl chloride Triethyl phosphite

Preparation Products

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Propylphosphonic anhydride Suppliers

China 1 Global 1
Yurui (Shanghai) Chemical Co., Ltd.
Tel
+86-021-50456736 +8613761615711
Fax
021-50761379
Email
yuki@riyngroup.com
Country
China
ProdList
1028
Advantage
58

68957-94-8, Propylphosphonic anhydrideRelated Search:

4-tert-Butylbenzoic acid Sorbic acid N,N-Dimethylformamide METHYL-PHOSPHINIC ACID ETHYLPHOSPHONIC ACID METHYLPHOSPHONIC ACID Propylphosphonic anhydride ETHYL-PHOSPHINIC ACID PROPANE-1-PHOSPHONIC ACID

  • 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
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  • 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
  • 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
  • n-Propanephosphonic Acid Anhydride
  • 2,4,6-tripropyl-1,3,5,2λ<sup>5</sup>,4λ<sup>5</sup>,6λ<sup>5</sup>-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
  • 2,4,6-TRIPROPYL-1,3,5,2,4,6-TRIOXATRIPHOSPHORINE-2,4,6-TRIOXIDE
  • 2,4,6-Tripropyl-1,3,5-trioxa-2,4,6-triphosphacyclohexane 2,4,6-trioxide
  • 2,4,6-Tripropyl-2,4,6-triphospha-1,3,5-trioxacyclohexane 2,4,6-trioxide
  • 1,3,5,2,4,6-trioxatriphosphorinane
  • 1-Propanephosphonic acid cyclic anhydride 50% ethyl acetate
  • n-Propylphosphonic acid anhydride
  • Propylphosphonic acid cyclic anhydride
  • Propylphosphonic Anhydride Solution, 50% in Ethyl Acetate
  • PPACA
  • Propylphosphonic anhydride solution technical, ~50% in DMF
  • 1-Propanephosphonic acid cyclic anhydride, 50 wt.% solution in dimethylformamide, AcroSeal
  • 1-Propanephosphonic acid cyclic anhydride, 50 wt.% solution in ethyl acetate, AcroSeal
  • propyl phoshonic anhydride
  • Propylphosphonic acid anhydride
  • t3p (50% solution in etoac)
  • Propylphosphonic Anhydride Solution, 50wt.% in Ethyl Acetate
  • 1-Propanephosphonic acid cyclic anhydride, 50 wt.% sol. in ethyl acetate 50ML
  • 1-Propanephosphonic Acid Anhydride (Cyclic Trimer) 2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide
  • 1,3,5,2,4,6-trioxatriphosphorinane,2,4,6-tripropyl-,2,4,6-trioxide
  • propanephosphonicacidanhydride(t3p)
  • propylphosphonicanhydridesolution
  • T3P
  • PROPYLPHOSPHONIC ACID ANHYDRIDE CYCLIC TRIMER
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  • N-PROPYLPHOSPHONIC ACID ANHYDRIDE, CYCLIC TRIMER
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  • PROPANE PHOSPHONIC ACID ANHYDRIDE
  • PROPANEPHOSPHONIC ACID CYCLIC ANHYDRIDE
  • TRIS-N-PROPAN-PHOSPHONIC ACID ANHYDRIDE
  • Propylphosphonic anhydride solution technical,50% ethyl acetate
  • 1-PROPANEPHOSPHONIC ACID ANHYDRIDE CYCLIC TRIMER
  • 1-PROPANEPHOSPHONIC ACID CYCLIC ANHYDRIDE
  • 1-PROPANEPHOSPHONIC ANHYDRIDE
  • 1-PROPYLPHOSPHONIC ACID CYCLIC ANHYDRIDE
  • 1-PROPYLPHOSPHONIC CYCLIC ANHYDRIDE
  • 2,4,6-TRIPROPYL-1,3,5,2,4,6-TRIOXATRIPHOSPHORINANE-2,4,6-TRIOXIDE
  • 1-Propanephosphonic acid cyclic anhydride~(rgT3P~2,4,6-Tripropyl-2,4,6-trioxo-1,3,5,2,4,6-trioxatriphosphorinane
  • 2,4,6-tripropyl-1,3,5-trioxa-2,4,6-triphosphorinane-2,4,6-trioxide
  • Propanephosphonic acid cyclic anhydride (T3P)
  • PROPYLPHOSPHONIC ANHYDRIDE SOLUTION, ~50 % IN DMF
  • PROPANEPHOSPHONIC ANHYDRIDE 50 % IN ETH&