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Diphenyl chlorophosphate

Diphenyl chlorophosphate Structure
CAS No.
2524-64-3
Chemical Name:
Diphenyl chlorophosphate
Synonyms
DPCP;DIPHENYL PHOSPHOROCHLORIDATE;DIPHENYLPHOSPHORYL CHLORIDE;CHLOROPHOSPHORIC ACID DIPHENYL ESTER;Diphenyl chloridophosphate;DPOC;DCP:DPCP;(PhO)2POCI;AURORA KA-1636;Diphenyl chlorophosp
CBNumber:
CB7198748
Molecular Formula:
C12H10ClO3P
Molecular Weight:
268.63
MOL File:
2524-64-3.mol
MSDS File:
SDS
Modify Date:
2024/7/29 17:07:33

Diphenyl chlorophosphate Properties

Boiling point 314-316 °C/272 mmHg (lit.)
Density 1.296 g/mL at 25 °C (lit.)
vapor pressure 10 mm Hg ( 190 °C)
refractive index n20/D 1.55(lit.)
Flash point >230 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Slightly), DMSO (Slightly)
form Liquid
color Clear colorless to light yellow
Water Solubility MAY DECOMPOSE
Sensitive Moisture Sensitive
BRN 654130
Stability Stable under recommended storage conditions., Stable Under Recommended Storage C
CAS DataBase Reference 2524-64-3(CAS DataBase Reference)
NIST Chemistry Reference Diphenyl chlorophosphate(2524-64-3)
EPA Substance Registry System Phosphorochloridic acid, diphenyl ester (2524-64-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H314
Precautionary statements  P270-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  C
Risk Statements  34-37
Safety Statements  26-36/37/39-45-7-24/25-23
RIDADR  UN 3265 8/PG 2
WGK Germany  3
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29209085
NFPA 704
1
3 2
W

Diphenyl chlorophosphate price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D206555 Diphenyl phosphoryl chloride 99% 2524-64-3 25G ₹2846.98 2022-06-14 Buy
Sigma-Aldrich(India) D206555 Diphenyl phosphoryl chloride 99% 2524-64-3 100G ₹3215.03 2022-06-14 Buy
Sigma-Aldrich(India) 344249 Diphenyl phosphoryl chloride 96% 2524-64-3 100G ₹3215.03 2022-06-14 Buy
Sigma-Aldrich(India) 344249 Diphenyl phosphoryl chloride 96% 2524-64-3 500G ₹10846.65 2022-06-14 Buy
ALFA India ALF-A13546-30 Diphenyl phosphorochloridate, 97% 2524-64-3 250g ₹8067 2022-05-26 Buy
Product number Packaging Price Buy
D206555 25G ₹2846.98 Buy
D206555 100G ₹3215.03 Buy
344249 100G ₹3215.03 Buy
344249 500G ₹10846.65 Buy
ALF-A13546-30 250g ₹8067 Buy

Diphenyl chlorophosphate Chemical Properties,Uses,Production

Uses

Diphenyl chlorophosphate is used to prepare cyclohexyl-amidophosphoric acid diphenyl ester by reacting with cyclohexylamine. It is also used in the synthesis of alfa-substituted beta-lactams, anhydrides, esters and thioesters. It is also employed in the conversion of aldoximes to nitriles. Further, it is used in the preparation and reaction of enol phosphates, guanosine-adenosine-5',5'-triphosphate, guanosine-cytidine-5',5'-triphosphate, guanosine-uridine-5',5'-triphosphate, diguanosine-5',5'-diphosphate and diguanosine-5',5'-triphosphate. In addition to this, it serves as a phosphorylating agent for the preparation of 2-deoxy-D-galactose-3 and -6 phosphoric acids.

Uses

Diphenyl chlorophosphate may be used:

  • in the preparation of guanosine-adenosine-5′,5′-triphosphate, guanosine-cytidine-5′,5′-triphosphate, guanosine-uridine-5′,5′-triphosphate, diguanosine-5′,5′-diphosphate and diguanosine-5′,5′-triphosphate
  • as phosphorylating agent for the synthesis of 2-deoxy-D-galactose-3 and -6 phosphoric acids
  • in the synthesis of diaryl phosphoryl derivatives of alkylene dithiophosphates

Preparation

The preparation of Diphenyl chlorophosphate is as follows:With a thermometer,Reflux condenser and mechanical agitation120 g of dichloromethane was placed in a 500 ml four-neck reaction flask.7.3 g of N,N-dimethylformamide,Stirring temperature control below 10 °C,Put 28g of bis(trichloromethyl) carbonate,A solution of 50 g of diphenyl phosphate and 120 g of dichloromethane was added.After the addition, the reaction was carried out for 3 hours. After the end of the reaction, the temperature was controlled below 10 ° C, 20 g of water was slowly added, and the mixture was stirred and the organic phase was dried over anhydrous sodium sulfate. The desiccant was removed by filtration, and the filtrate was evaporated under normal pressure. The temperature was lowered to 0 ° C, and the insoluble matter was removed by filtration to obtain 48.9 g of diphenyl chlorophosphate. The purity of GC was 99.2%, and the yield was 90.3%.

2524-64-3.png

General Description

A clear colorless to light yellow liquid with a pungent odor. Insoluble in water and denser than water. Hence sinks in water. Contact may severely irritate skin, eyes and mucous membranes. Flash point above 235°F.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Diphenyl chlorophosphate is incompatible with bases (including amines) strong oxidizing agents, and alcohols. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. May form highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

Purification Methods

Fractionally distil it in 30 351.5490. a good vacuum; better use a spinning band column. [Walsh J Am Chem Soc 81 3023 1959, IR: Bellamy & Beecher J Chem Soc 475 1952, Beilstein 6 IV 737.]

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Chlorodiphenoxyphosphine oxide Diphenoxychlorophosphine oxide Diphenyl phosphochloridate Diphenylchlorophosphonate Diphenylphosphoric acid monochloride Diphenylphosphorus oxychloride O,O-Diphenyl chlorophosphate o,o-Diphenylphosphorochloridate Phenyl phosphorochloridate ((PhO)2ClPO) Phosphoric acid chloride diphenyl ester (Chloro-(phenoxy)phosphoryl)oxybenzene Diphenylphosphoryl Chloride ,99% Chloridophosphoric acid diphenyl Chloridophosphoric acid diphenyl ester Chlorophosphonic acid=diphenyl ester Diphenylphosphoryl monochloride Diphenyl chlorophosphate,98% Diphenyl chloridophosphate ,99% Diphenyl chlorophosp Diphenyl chlorophosphate, 98% 100ML Chlorodiphenyl Phosphate Diphenyl Phosphorochloridate Diphenylphosphoryl Chloride Phosphorochloridic Acid Diphenyl Ester DIPHENYL PHOSPHOROCHLORIDATE FOR SYNTHES Diphenyl phosphoryl chloride 99% Diphenyl Chlorophosphate , 95.0%(GC) Diphenyl phosphoryl chlori Diphenyl phosphorochloridate for synthesis DIPHENYL CHLOROPHOSPHATE CHLORODIPHENYL PHOSPHATE AURORA KA-1636 1,1'-DIPHENYLPHOSPHORYL CHLORIDE PHOSPHOROCHLORIDIC ACID DIPHENYL ESTER PHOSPHORIC ACID DIPHENYL ESTER CHLORIDE Diphenyl phosphorochoridate Diphenyl phosphorochloridate, 98+% Diphenyl chlorophosphate (DPCP) DIPHENYL CHLOROPHOSPHATE OR DIPHENYL PHOSPHOROCHLORIDATE OR PHOSPHOROCHLORIDIC ACID, DIPHENYL ESTER (3aR,4R,5S,6S,7R,7aS)-spiro[3a,4,5,6,7,7a-hexahydro-1,3-benzodioxole-2,1'-cyclohexane]-4,5,6,7-tetrol Diphenyl Chlorophosphate > Diphenyl phosphoryl chloride, 97%, for synthesis DCP:DPCP nyl phosphorochloridate Rufinamide Impurity 11 Diphenyl chloridophosphate DIPHENYLPHOSPHORYL CHLORIDE DIPHENYL PHOSPHOROCHLORIDATE DPCP CHLOROPHOSPHORIC ACID DIPHENYL ESTER 1,1'-Diphenylphosphoryl chlorid iphenyl chlorophosphate (PhO)2POCI DPOC DPA, Diphenyl chlorophosphate DiphenylPhosphoryl Chloride(DPPC) 1,1'-Diphenylphosphoryl chlorid Biapenem impurity 65 2524-64-3 2525-64-3 C6H5O2POCl