Phenyl dichlorophosphate

Base Information

• Chemical Name: Phenyl dichlorophosphate
• CAS No.: 770-12-7
• Molecular Formula: C6H5Cl2O2P
• Molecular Weight: 210.984
• Hs Code.: 29209085
• European Community (EC) Number: 212-220-6
• NSC Number: 44412
• UN Number: 3265
• UNII: AE85WW9S5Z
• DSSTox Substance ID: DTXSID6044987
• Nikkaji Number: J32.905C
• Wikidata: Q10281104
• Mol file: 770-12-7.mol

Synonyms:phenyl dichlorophosphate

Chemical Property of Phenyl dichlorophosphate

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 0.0541mmHg at 25°C
• Melting Point: -1 °C
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 242 °C at 760 mmHg
• Flash Point: 99.1 °C
• PSA: 36.11000
• Density: 1.466 g/cm³
• LogP: 3.65110
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Decomposes
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.9404218
• Heavy Atom Count: 11
• Complexity: 162
• Transport DOT Label: Corrosive

Purity/Quality:

98% ^*data from raw suppliers

Phenyl Dichlorophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: C1=CC=C(C=C1)OP(=O)(Cl)Cl
• Uses: In organic synthesis for preparation of lactams, phosphate diesters and for oxidation reactions. Reagent for preparation of phosphate diesters.Phenyl phosphorodichloridate 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. Reagent for the preparation of phosphate diesters.

Technology Process of Phenyl dichlorophosphate

There total 15 articles about Phenyl dichlorophosphate 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: 99.0%

phenyl phosphorodichloridite (3426-89-9) → O-phenyl phosphorodichloridate (770-12-7)

Guidance literature:

With ozone; In dichloromethane; at 0 ℃;

Reference yield: 98.0%

phenol (108-95-2,27073-41-2) → O-phenyl phosphorodichloridate (770-12-7)

Guidance literature:

With triethylamine; trichlorophosphate; In tert-butyl methyl ether; at -55 - 20 ℃; for 4h;

Reference yield: 90.0%

sodium phenoxide (139-02-6) → O-phenyl phosphorodichloridate (770-12-7)

Guidance literature:

With tetrabutylammomium bromide; trichlorophosphate; In toluene; for 1h;

upstream raw materials:

phenol

phenyl phosphorodichloridite

sodium phenoxide

tetrachlorophenoxyphosphorane

Downstream raw materials:

bis(2-chloroethyl) phenyl phosphate

bis-aziridin-1-yl-phosphinic acid phenyl ester

Phosphorsaeurephenylesterdipiperidid

Guanosine 5'-monophosphate

Refernces

• 1、 -. "PRODRUGS OF THE TYROSINE KINASE INHIBITOR FOR TREATING CANCER". Paragraph 00101-00102. . Retrieved 2021/03/05.
• 2、 -. "BI- AND MONOCYCLIC NUCLEOSIDE ANALOGS FOR TREATMENT OF HEPATITIS E". Page/Page column 35; 43. . Retrieved 2021/10/22.