Propylphosphonic anhydride

Base Information

• Chemical Name: Propylphosphonic anhydride
• CAS No.: 68957-94-8
• Molecular Formula: C9H21O6P3
• Molecular Weight: 318.183
• Hs Code.: 29319019
• European Community (EC) Number: 422-210-5,614-857-9
• UNII: I6EGD8839N
• DSSTox Substance ID: DTXSID20219011
• Nikkaji Number: J236.605C,J2.470.446G
• Wikipedia: Propanephosphonic_acid_anhydride
• Wikidata: Q27280508
• Mol file: 68957-94-8.mol

Synonyms:ALLESSAN CAP;propylphosphonic acid anhydride;T3P compound

Chemical Property of Propylphosphonic anhydride

Chemical Property:

• Appearance/Colour: Clear light yellow solution
• Vapor Pressure: 7.51E-05mmHg at 25°C
• Refractive Index: n20/D 1.418
• Boiling Point: 353.012 °C at 760 mmHg
• Flash Point: 180.976 °C
• PSA: 108.33000
• Density: 1.247 g/cm³
• LogP: 4.85910
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with dioxane, terahydrofuran, dimethyl formamide, polar
• Water Solubility.: 9.6g/L at 25℃
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 318.05509938
• Heavy Atom Count: 18
• Complexity: 335

Purity/Quality:

99.9% ^*data from raw suppliers

Propylphosphonic anhydride solution (50 wt. % in ethyl acetate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: T,C,F
• Statements: 61-20/21-34-67-66-11
• Safety Statements: 53-26-36/37/39-45-33-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCP1(=O)OP(=O)(OP(=O)(O1)CCC)CCC
• Uses: It is employed as an efficient promoter for the Lossen rearrangement to synthesis urea and carbamate derivatives. 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.

Technology Process of Propylphosphonic anhydride

There total 5 articles about Propylphosphonic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

propylphosphonic dichloride (4708-04-7) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Guidance literature:

With water; 1) 1 h, 2) 3 h, 80 deg C, 17 Torr, 3) 3 h, 80 deg C, 5 Torr;

Reference yield: 95.14%

propanephosphonic acid dimethyl ester (18755-43-6) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Guidance literature:

With acetic anhydride; 1-ethyl-3-methylimidazolium tetrafluoroborate; at 45 ℃; for 4.5h; Temperature; Reflux;

Reference yield: 82.93%

propylphosphonic dichloride (4708-04-7) + propylphosphonic anhydride (71760-04-8) → 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide (68957-94-8)

Guidance literature:

In toluene; at 90 ℃; for 8h; Concentration; Temperature; Inert atmosphere;

upstream raw materials:

propylphosphonic dichloride

propylphosphonic acid

propanephosphonic acid dimethyl ester

propylphosphonic anhydride

Downstream raw materials:

N-(4'-Chlorobiphenyl-4-yl)methyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide

N-(biphenyl-4-yl)methyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide

N-[4-(3,4-dihydro-2H-quinolin-1-yl)-phenylmethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazol-2-carboxylic acid amide

N-[3-(4-Trifluoromethylphenyl)-prop-2-ynyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-imidazole-2-carboxylic acid amide

Refernces

• 1、 -. "Preparation method of cyclic propyl phosphonic anhydride". Paragraph 0046; 0047; 0048; 0055; 0056; 0057. . Retrieved 2017/09/01.
• 2、 Pizova, Hana,Bobal, Pavel. "An optimized and scalable synthesis of propylphosphonic anhydride for general use". . p. 2014 - 2017. Retrieved 2015/03/30.