Tetraisopropyl pyrophosphate

Base Information

• Chemical Name: Tetraisopropyl pyrophosphate
• CAS No.: 5836-28-2
• Molecular Formula: C12H28O7P2
• Molecular Weight: 346.298
• DSSTox Substance ID: DTXSID00973922
• Nikkaji Number: J1.549.951F
• Wikidata: Q82958038
• Mol file: 5836-28-2.mol

Synonyms:Myastenol;Tetraisopropyl pyrophosphate;Diphosphoric acid, tetrakis(1-methylethyl) ester;5836-28-2;Isopropyl pyrophosphate;SK 52;BRN 1715491;Pyrophosphoric acid, tetraisopropyl ester;Tetrapropan-2-yl diphosphate;di(propan-2-yloxy)phosphoryl dipropan-2-yl phosphate;SCHEMBL3628442;DTXSID00973922;Diphosphoric acid tetraisopropyl ester;LS-136500

Chemical Property of Tetraisopropyl pyrophosphate

Chemical Property:

• Vapor Pressure: 0.000854mmHg at 25°C
• Boiling Point: 314.6°Cat760mmHg
• Flash Point: 157.9°C
• Density: 1.123g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 346.13102722
• Heavy Atom Count: 21
• Complexity: 329

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=O)(OC(C)C)OP(=O)(OC(C)C)OC(C)C

Technology Process of Tetraisopropyl pyrophosphate

There total 6 articles about Tetraisopropyl pyrophosphate 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: 80.0%

isopropyl alcohol (67-63-0,8013-70-5) → triisopropyl phosphate (513-02-0) + tetraisopropyl pyrophosphate (5836-28-2)

Guidance literature:

With phosphorous; tetraethylammonium iodide; In water; at 51 ℃; Electrolysis;

DOI:10.1016/j.jorganchem.2004.11.008

Reference yield: 10.0%

diisopropyl phosphorochloridite (41662-51-5) + sodium 2,2,2-trifluoroacetate (2923-18-4) + trifluoroacetic acid (76-05-1) → tetraisopropyl pyrophosphate (5836-28-2) + diisopropyl phosphofluoridate (55-91-4) + 1-diisopropoxyphosphinyl-2,2,2-trifluoroethyl diisopropyl phosphite + 1,1-bis(diisopropoxyphosphinyl)-2,2,2-trifluoro-1-(trifluoroacetoxy)ethane

Guidance literature:

In pentane; for 1h; Ambient temperature;

Reference yield: 7.0%

diisopropyl hydrogenphosphonate (1809-20-7) + isopropyl alcohol (67-63-0,8013-70-5) → diisopropylphosphate (1611-31-0) + triisopropyl phosphate (513-02-0) + tetraisopropyl pyrophosphate (5836-28-2)

Guidance literature:

With iodosylbenzene; In tetrahydrofuran; for 24h; Further Variations:; Solvents; Catalysts; Product distribution; Heating;

DOI:10.1080/10426500210674

upstream raw materials:

isopropyl alcohol

diisopropyl phosphorochloridite

sodium 2,2,2-trifluoroacetate

trifluoroacetic acid

Refernces

• 1、 Makowiec,Rachon. "Tetrahydrofuran, one of the most popular solvents in organic synthesis, is not completely inert". . p. 487 - 492. Retrieved 2007/10/03.
• 2、 Romakhin,Zagumennov,Nikitin. "Electrochemical Oxidation of Metal Dialkyl Phosphites and Their Reaction with Halogens". . p. 1022 - 1026. Retrieved 2007/10/03.