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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 344249
- Product name
- Diphenyl phosphoryl chloride
- Purity
- 96%
- Packaging
- 100g
- Price
- $101
- Updated
- 2024/03/01
- Product number
- 344249
- Product name
- Diphenyl phosphoryl chloride
- Purity
- 96%
- Packaging
- 500g
- Price
- $436
- Updated
- 2024/03/01
- Product number
- D1059
- Product name
- Diphenyl Chlorophosphate
- Purity
- >95.0%(GC)
- Packaging
- 25g
- Price
- $19
- Updated
- 2024/03/01
- Product number
- D1059
- Product name
- Diphenyl Chlorophosphate
- Purity
- >95.0%(GC)
- Packaging
- 100g
- Price
- $54
- Updated
- 2024/03/01
- Product number
- A13546
- Product name
- Diphenyl phosphorochloridate, 97%
- Packaging
- 50g
- Price
- $29.65
- Updated
- 2024/03/01
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
- 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
- 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
- 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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View Lastest Price from Diphenyl chlorophosphate manufacturers
- Product
- Diphenyl chlorophosphate 2524-64-3
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-24
- Product
- Diphenyl chlorophosphate 2524-64-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2023-02-20
- Product
- Diphenyl chlorophosphate 2524-64-3
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000tons
- Release date
- 2023-08-22