Phenyl dichlorophosphate

Phenyl dichlorophosphate Basic information
Product Name:Phenyl dichlorophosphate
Synonyms:MPCP;PHOSPHORIC ACID PHENYL ESTER DICHLORIDE;PHENYLPHOSPHORIC ACID DICHLORIDE;PHENYL PHOSPHODICHLORIDATE;PHENYLPHOSPHORYL DICHLORIDE;PHENYL PHOSPHORODICHLORIDATE;PHENYL DICHLOROPHOSPHATE;DICHLOROPHOSPHORIC ACID PHENYL ESTER
CAS:770-12-7
MF:C6H5Cl2O2P
MW:210.98
EINECS:212-220-6
Product Categories:API intermediates;Biochemistry;Nucleosides, Nucleotides & Related Reagents;Phosphorylating and Phosphorothioating Agents;Phosphorylation;Pharmaceutical intermediates;Protecting Agents, Phosphorylating Agents & Condensing Agents;Synthetic Organic Chemistry;770-12-7
Mol File:770-12-7.mol
Phenyl dichlorophosphate Structure
Phenyl dichlorophosphate Chemical Properties
Melting point -1 °C
Boiling point 241-243 °C (lit.)
density 1.412 g/mL at 25 °C (lit.)
vapor pressure 2.33Pa at 25℃
refractive index n20/D 1.523(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility soluble in Chloroform
form Liquid
color Clear colorless to very slightly brown
Water Solubility Decomposes
Sensitive Moisture Sensitive
Merck 14,7282
BRN 511863
Stability:Moisture Sensitive
InChIKeyTXFOLHZMICYNRM-UHFFFAOYSA-N
CAS DataBase Reference770-12-7(CAS DataBase Reference)
NIST Chemistry ReferencePhosphorodichloridic acid, phenyl ester(770-12-7)
EPA Substance Registry SystemPhosphorodichloridic acid, phenyl ester (770-12-7)
Safety Information
Hazard Codes C
Risk Statements 34-37
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 2
WGK Germany 3
RTECS TD4393000
10
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29209085
MSDS Information
ProviderLanguage
Phenyl phosphorodichloridate English
ACROS English
SigmaAldrich English
ALFA English
Phenyl dichlorophosphate Usage And Synthesis
Chemical Propertiesclear colourless to very slightly brown liquid
UsesIn organic synthesis for preparation of lactams, phosphate diesters and for oxidation reactions.
UsesReagent for preparation of phosphate diesters. Phenyl dichlorophosphate is used in the preparation of symmetrical phosphate diesters. It is used as a phosphorylating agent for alcohols and amines. It is also involved in the preparation of phenylphosphoro di-(1-imidazolidate) and 2-phenyl-bis-triazoloylphosphate, which is used in peptide synthesis. It plays a vital role in the Pfitzner-Moffatt oxidation which involves oxidation of alcohols to the corresponding aldehydes and ketones. Furthermore, it is utilized in Beckmann rearrangement for the preparation of N-phenylacetamide from acetophenone oxime.
UsesReagent for the preparation of phosphate diesters.
PreparationThe preparation of Phenyl dichlorophosphate is as follows:160 g (1 mol) of phosphorus oxychloride and 1 g of titanium tetrachloride were respectively added to a four-necked flask to carry out the reaction, and the temperature was raised to 70-80° C., and phenol (94 g, 1 mol) was slowly added dropwise. The phenol addition time was about 2- 3 hours,After completion of the dropwise addition, the reaction is maintained at 80-90° C. for 3-5 hours. After no hydrogen chloride is evolved, the reaction is completed. After the reaction, the phosphorus oxychloride is distilled under reduced pressure, the vacuum degree is 30-100 KPa, and the distillation temperature is 30-100° C. Distillation under reduced pressure to obtain the intermediate of the mixture, a mono-substituted and di-substituted mixture of phosphorus oxychloride, the ratio of the mixture is 5:5, gas phase analysis to obtain the intermediate of the mixture, the yield of the intermediate is 95%, phosphorus oxychloride The recovery rate is 95% (calculated as phosphorus oxychloride).

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General DescriptionA liquid. May severely irritate skin, eyes and mucous membranes.
Air & Water ReactionsAbout the same density as water and moderately soluble in water.
Reactivity ProfileAn hologenated organophosphate. Organophosphates are susceptible to formation of 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.
HazardMay cause severe skin, eye, and mucous membrane irritation; Reacts violently with water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Toxic by ingestion; Highly toxic by skin absorption; Dermal LD50 (guinea pig) = 14-400 mg/kg.
Health HazardTOXIC; 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 HazardNon-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.
Phenyl dichlorophosphate Preparation Products And Raw materials
Preparation Products2-FLUORO-3-NITRO-5-BROMO PYRIDINE-->Triphenyl phosphate-->phenyl N,N'-dimethylphosphorodiamidate-->guanosine 3'-(dihydrogen phosphate)-->PSI 7851-->Acelarin-->Phosphorochloridic acid, 4-nitrophenyl phenyl ester-->Methacrylic acid, 2-hydroxyethyl ester diphenyl phosphate-->5,5-DiMethoxy-2-phenoxy-1,3,2-dioxaphosphorinane 2-Oxide
ISOPROPYLPHENYLDIPHENYL PHOSPHATE 4'-Methoxyacetophenone ISODECYL DIPHENYL PHOSPHATE Phenyl dichlorophosphate Diphenylphosphoryl azide Diphenyl phosphate Anisole Cresyl diphenyl phosphate (Trifluoromethoxy)benzene Triphenyl phosphite 3-(METHOXYMETHOXY)BENZALDEHYDE PHENYL VALERATE p-Anisic acid Diphenyl chlorophosphate p-Anisaldehyde Phenylhydrazine Triphenyl phosphate 2-Phenoxyethanol Phenyl Phosphorodichloridate

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