Phenylphosphonic dichloride

Base Information

• Chemical Name: Phenylphosphonic dichloride
• CAS No.: 824-72-6
• Molecular Formula: C6H5Cl2OP
• Molecular Weight: 194.985
• Hs Code.: HOSPHINE OXIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 212-534-3
• NSC Number: 66477
• UN Number: 1760
• UNII: J162866K95
• DSSTox Substance ID: DTXSID5044732
• Nikkaji Number: J24.863K
• Wikidata: Q27281018
• ChEMBL ID: CHEMBL3187787
• Mol file: 824-72-6.mol

Synonyms:Phenylphosphonic dichloride;824-72-6;Phosphonic dichloride, phenyl-;Benzenephosphonic dichloride;Phenyldichlorophosphine oxide;Phenylphosphonyl dichloride;Dichlorophenylphosphine oxide;Benzenephosphonyl chloride;Phenylphosphonic acid dichloride;Phosphonic dichloride, P-phenyl-;dichlorophosphorylbenzene;Phenylphosphonodichloridic acid;C6H5Cl2OP;Benzenephosphonodichloridic acid;p,p-Dichlorophenylphosphine oxide;MFCD00002070;NSC 66477;DTXSID5044732;UNII-J162866K95;EINECS 212-534-3;NSC-66477;AI3-15064;J162866K95;PHENYLPHOSPHONICDICHLORIDE;PhPOCl2;BENZENE PHOSPHORUS OXYDICHLORIDE;Phenylphosphonc dchlorde;dichloro-phosphoryl-benzene;phenylphosphonoyl dichloride;phenyl phosphonic dichloride;dichlorophenyl phosphine oxide;Phosphonyldichloride, phenyl-;Benzenephosphorus oxydichloride;SCHEMBL140712;CHEMBL3187787;DTXCID3024732;phenyl phosphonic acid dichloride;phenyl-phosphonic acid dichloride;IBDMRHDXAQZJAP-UHFFFAOYSA-;Phenylphosphonic dichloride, 97%;AMY10190;NSC66477;Tox21_301494;CL4120;AKOS000120063;NCGC00256232-01;BP-21375;CAS-824-72-6;P0334;EN300-20110;A19743;Phenylphosphonic dichloride, technical grade, 90%;J-523956;Phenylphosphonic dichloride, technical, >=90% (GC);Q27281018;Benzene phosphorous oxydichloride

Chemical Property of Phenylphosphonic dichloride

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0227mmHg at 25°C
• Melting Point: 3 °C(lit.)
• Refractive Index: n20/D 1.559(lit.)
• Boiling Point: 258 °C at 760 mmHg
• Flash Point: 109.835 °C
• PSA: 26.88000
• Density: 1.402 g/cm³
• LogP: 2.98260
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with benzene, chloroform, dimethyl sulfoxide and carbon
• Water Solubility.: reacts
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 193.9455072
• Heavy Atom Count: 10
• Complexity: 148
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Phenylphosphonic dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-45-8-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: C1=CC=C(C=C1)P(=O)(Cl)Cl
• Uses: Phenylphosphonic dichloride is used in the preparation of 2-phenyl-[1,3,2]dioxaphosphepane-2-oxide. Further, it acts as an effective reagent for the chlorinative dehydration of some heterocycles.

Technology Process of Phenylphosphonic dichloride

There total 35 articles about Phenylphosphonic dichloride 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: 96.0%

phosphoric acid monophenyl ester (701-64-4) → P,P-dichlorophenylphosphine oxide (824-72-6)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 - 45 ℃; for 5h;

Reference yield: 96.0%

phenyltetrachlorophosphorane (4895-65-2) → P,P-dichlorophenylphosphine oxide (824-72-6)

Guidance literature:

With sodium dithionite; In tetrachloromethane; at 20 ℃;

Reference yield: 93.0%

phenylphosphonate (1571-33-1) → P,P-dichlorophenylphosphine oxide (824-72-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; Heating;

DOI:10.1016/S0040-4039(00)60798-0

upstream raw materials:

phenylphosphonate

phenyltetrachlorophosphorane

phenylphosphinic acid

acetic acid

Downstream raw materials:

di(β-chloroethyl) phenylphosphonate

bis-aziridin-1-yl-phenyl-phosphine oxide

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

bis(piperidine)phenylphosphine oxide

Refernces

A simple solid phase diversity linker strategy using enol phosphonates.

10.1039/b411111g

The research focuses on the development of a simple solid phase diversity linker strategy using enol phosphonates for combinatorial chemistry. The main objective was to create stable, storable polymer-bound lactam enol phosphonates on polystyrene resin, which could be released using Suzuki cross-coupling conditions to yield 2-arylenamides. The experiments involved the synthesis of enol phosphonates by reacting phenol with phenylphosphonic dichloride in the presence of a base, followed by combination with p-cresol to form the desired phenyl phosphonate. The study explored the stability and reactivity of these compounds in cross-coupling reactions and attempted to address issues related to homo-coupling of boronic acids. The analyses used included 31P NMR spectroscopy to confirm the presence of phosphonate on the resin and to monitor the progress of the reactions. The yields of the final products were determined after purification and isolation, with the results indicating moderate to good overall yields for the 2-arylenamides.

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