Description Uses Reference
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Diphenyl chlorophosphate

Description Uses Reference
Product Name
Diphenyl chlorophosphate
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
Formula Weight
268.63
MOL File
2524-64-3.mol
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Diphenyl chlorophosphate Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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
344249
Product name
Diphenyl phosphoryl chloride
Purity
96%
Packaging
100g
Price
$101
Updated
2024/03/01
Sigma-Aldrich
Product number
344249
Product name
Diphenyl phosphoryl chloride
Purity
96%
Packaging
500g
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
D1059
Product name
Diphenyl Chlorophosphate
Purity
>95.0%(GC)
Packaging
25g
Price
$19
Updated
2024/03/01
TCI Chemical
Product number
D1059
Product name
Diphenyl Chlorophosphate
Purity
>95.0%(GC)
Packaging
100g
Price
$54
Updated
2024/03/01
Alfa Aesar
Product number
A13546
Product name
Diphenyl phosphorochloridate, 97%
Packaging
50g
Price
$29.65
Updated
2024/03/01
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Diphenyl chlorophosphate Chemical Properties,Usage,Production

Description

Diphenyl chlorophosphate is a viscous colorless liquid. It can be prepared in situ by the reaction between diphenyl hydrogen phosphonate and carbon tetrachloride. It is used to prepare aromatic polyesters by polycondensation reaction in pyridine and polyesteramide. Diphenyl chlorophosphate is used as a phosphonating agent, such as to prepare phenylphosphonic acid.

Uses

Diphenyl chlorophosphate can be used to synthesize methadone, an opioid used for opioid maintenance therapy and for pain relief. It is used to control seedling grasses in turf. It undergoes anhydrous condensation with ethyl-4-bromo-butyrate and the hydrolysis product in alkaline medium of this condensation reaction is used in the quantitative determination of 3-cyano-3,3-diphenylpropionic acid.

Reference

  1. F. Higashi, A. Hoshio, J. Kiyoshige, Preparation of aromatic polyesters by the direct polycondensation reaction with diphenyl chlorophosphate in pyridine, Polymer Chemistry, 1983, vol. 21, pp. 3241-3247
  2. F. Higahi, M. Ozawa, A. Mochizuki, Synthesis of soluble aromatic polyesteramides by stepwise copolycondensation of bisphenols and aromatic diamines with diphenyl chlorophosphate in pyridine, 1986, vol. 24, pp.637-643
  3. H. R. Allcock, M. A. Hofmann, C. M. Ambler, R. V. Morford, Phenylphosphonic Acid Functionalized Poly[aryloxyphosphazenes], 2002, vol. 35, pp. 3484-3489

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%.

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.]

Diphenyl chlorophosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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Diphenyl chlorophosphate Suppliers

CPI Chemicals
Tel
--
Fax
--
Email
office@cpichem.com
Country
Austria
ProdList
97
Advantage
58
Aurora Fine Chemicals Ltd.
Tel
--
Fax
--
Email
aurora@aurorafinechemicals.com
Country
Austria
ProdList
6625
Advantage
72
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View Lastest Price from Diphenyl chlorophosphate manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Diphenyl chlorophosphate 2524-64-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-01
Hebei Chuanghai Biotechnology Co,.LTD
Product
Diphenyl Chlorophosphate 2524-64-3
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-19
Shaanxi Dideu Medichem Co. Ltd
Product
Diphenyl chlorophosphate(DPCP) 2524-64-3
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2020-01-08

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