Diphosphoryl chloride

Base Information

• Chemical Name: Diphosphoryl chloride
• CAS No.: 13498-14-1
• Molecular Formula: Cl4O3P2
• Molecular Weight: 251.758
• Hs Code.: 28121049
• European Community (EC) Number: 236-824-4
• DSSTox Substance ID: DTXSID10159179
• Nikkaji Number: J241.152K
• Wikidata: Q72469433
• Mol file: 13498-14-1.mol

Synonyms:Pyrophosphorylchloride (6CI,7CI,8CI);Phosphorodichloridic anhydride;Phosphorus chlorideoxide (P2Cl4O3);Pyrophosphoryl tetrachloride;Tetrachloropyrophosphoric acid;

Chemical Property of Diphosphoryl chloride

Chemical Property:

• Melting Point: <-50°C
• Refractive Index: n20/D 1.476
• Boiling Point: 90 °C12 mm Hg(lit.)
• Flash Point: 101°C/10mm
• PSA: 62.99000
• Density: 1.956 g/cm³
• LogP: 4.17440
• Storage Temp.: −20°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Reacts violently with waterMiscible with most organic solvents.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 251.804729
• Heavy Atom Count: 9
• Complexity: 154

Purity/Quality:

98.5% ^*data from raw suppliers

DiphosphorylChloride90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45-60-30-23-20-8

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: O=P(OP(=O)(Cl)Cl)(Cl)Cl
• Uses: Pyrophosphoryl chloride serves as a reductive chlorination reagent used in the synthesis of quetiapine. It acts as a phosphorylating agent involved in nucleoside synthesis. It plays an important role in Vilsmeier formylation and glyoxylation reactions.

Technology Process of Diphosphoryl chloride

There total 42 articles about Diphosphoryl chloride 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: 25.0%

dinitrogen tetraoxide (10544-72-6) + phosphorus trichloride (7719-12-2,52843-90-0) → dinitrogen trioxide (10544-73-7,96607-26-0) + P4O4Cl10 + pyrophosphoryl chloride (13498-14-1) + nitrogen(II) oxide (10102-43-9) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3)

Guidance literature:

In neat (no solvent); byproducts: NOCl, NO2Cl; Irradiation (UV/VIS); passing dry N2O4 over the surface of freshly distd. PCl3 cooled at -40 °C and under irradiation with UV light; absortion under formation of a dark red liq.; expelling NO, N2O3, NOCl, NO2Cl;; isolation of liquid products by fractionation; liquid phase containing POCl3, P2O3Cl4 and P4O4Cl10; yield of P2O3Cl4 25 %, P4O4Cl10 3 %;;

Reference yield: 17.0%

dinitrogen tetraoxide (10544-72-6) + phosphorus trichloride (7719-12-2,52843-90-0) → dinitrogen trioxide (10544-73-7,96607-26-0) + P4O4Cl10 + P2O6NCl2 + pyrophosphoryl chloride (13498-14-1) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3)

Guidance literature:

In neat (no solvent); byproducts: NOCl, NO2Cl, NO; passing dry N2O4 over the surface of freshly distd. PCl3 cooled at -10 °C; absortion under formation of a dark red liq.; expelling NO, N2O3, NOCl, NO2Cl and pptn. of P2O6NCl2; liquid phase contg. POCl3, P2O3Cl4 and a small amount of P4O4Cl10;; isolation of liquid products by fractionation; yield of P2O3Cl4 17 % and of P4O4Cl10 5 %;;

Reference yield: 12.0%

water (7732-18-5) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3) → pyrophosphoryl chloride (13498-14-1)

Guidance literature:

In neat (no solvent); adding H2O dropwise with stirring to POCl3 (cooled to 0°C) in ratio 1:1, subsequent stirring for 15 min with cooling and for 3 to 4 h at 80 to 90°C;; on thickening excess POCl3 is distilled off at 60 to 70°C at 14 Torr, fractionation in high vacuum yields P2O3Cl4 at 66 to 70°C;;

upstream raw materials:

trichlorophosphate

copper

phosphorous

oxygen

Downstream raw materials:

P(O)Cl₂Br

phosphorus(V) oxybromide

diamidophosphoric acid

phosphoramide

Refernces

• 1、 Klement, R.,Jakob, A.. "". . p. 14 - 15. Retrieved 1960.