Phenylphosphonothioic dichloride

Base Information

• Chemical Name: Phenylphosphonothioic dichloride
• CAS No.: 3497-00-5
• Molecular Formula: C6H5Cl2PS
• Molecular Weight: 211.051
• Hs Code.: HOSPHORUS THIODICHLORIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 222-494-9
• NSC Number: 62217
• UN Number: 2799
• UNII: NO4H2EXV6A
• DSSTox Substance ID: DTXSID2063054
• Nikkaji Number: J24.866E
• Wikidata: Q1419323
• Mol file: 3497-00-5.mol

Synonyms:3497-00-5;Phenylphosphonothioic dichloride;Phenylthiophosphonic Dichloride;Dichlorophenylphosphine sulfide;Phenylthiophosphonyl dichloride;Phosphonothioic dichloride, phenyl-;Phenylphosphonothioyl dichloride;Phenylphosphonothionodichloridate;Benzene phosphorus thiodichloride;PHENYLTHIONOPHOSPHONIC DICHLORIDE;Phosphine sulfide, dichlorophenyl-;Phosphonothioic dichloride, P-phenyl-;Phenyl phosphorus thiodichloride;Phenylthiophosphonicdichloride;Dichloro(phenyl)phosphine sulphide;UNII-NO4H2EXV6A;NSC 62217;NO4H2EXV6A;Dichloro(phenyl)phosphine sulfide;HSDB 2730;dichloro-phenyl-sulfanylidene-lambda5-phosphane;EINECS 222-494-9;NSC-62217;UN2799;AI3-15061;C6H5Cl2PS;SCHEMBL726307;Benzenephosphorus thiodichloride;phenyl thiophosphoryl dichloride;benzenephosphonothioic dichloride;Dichlorophenyl phosphine sulfide;DTXSID2063054;SXIWNIQDOJKDGB-UHFFFAOYSA-;Dicloruro fosfonotioico, P-fenil-;NSC62217;MFCD00004916;AKOS015890283;dichloro-phenyl-sulfanylidenephosphorane;Phosphonodichloridothioic acid, phenyl-;UN 2799;Phenylphosphonothioic dichloride, AldrichCPR;P1245;E78942;PHENYLTHIONOPHOSPHONIC DICHLORIDE [HSDB];A822486;Q1419323;Phenyl phosphorus thiodichloride [UN2799] [Corrosive]

Chemical Property of Phenylphosphonothioic dichloride

Chemical Property:

• Appearance/Colour: Colorless liquid with unpleasant acrid pungent odor
• Melting Point: < -20oC
• Refractive Index: 1.6178-1.6182
• Boiling Point: 271.2 °C at 760 mmHg
• Flash Point: 117.8 °C
• PSA: 41.90000
• Density: 1.43 g/cm³
• LogP: 3.74960
• Water Solubility.: 1.522g/L(23 oC)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 209.9226637
• Heavy Atom Count: 10
• Complexity: 148
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Phenylthiophosphonic Dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Other Toxic Gases & Vapors
• Canonical SMILES: C1=CC=C(C=C1)P(=S)(Cl)Cl
• Uses: Phenylthiophosphonic dichloride is a thiophosphonate and has been used to prepare high-refractive-index materials.

Technology Process of Phenylphosphonothioic dichloride

There total 9 articles about Phenylphosphonothioic 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: 78.8%

Dichlorophenylphosphine (644-97-3) → phenylthiophosphonic acid dichloride (3497-00-5)

Guidance literature:

With sulfur; aluminium trichloride; triethylamine hydrochloride; at 30 - 40 ℃; for 0.0833333h;

DOI:10.1080/10426500600892735

Reference yield: 77.13%

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phenylthiophosphonic acid dichloride (3497-00-5)

Guidance literature:

benzene; With aluminium trichloride; phosphorus trichloride; at 78 - 80 ℃;

With sulfur; at 35 - 40 ℃;

DOI:10.1002/hc.20060

Reference yield: 45.0%

triphenylphosphine (603-35-0) → phenylthiophosphonic acid dichloride (3497-00-5)

Guidance literature:

With trichlorophosphate; at 325 ℃; for 2h;

upstream raw materials:

P,P-dichlorophenylphosphine oxide

Dichlorophenylphosphine

triphenylphosphine

chlorine

Downstream raw materials:

N,N',P-triphenylphosphonothioic diamide

phenyl-thiophosphonic acid O-methyl ester-O'-(2-nitro-phenyl ester)

phenyl-thiophosphonic acid O,O'-bis-(2-dimethylaminomethyl-phenyl ester)

diethyl phenylphosphonothioate

Refernces

• 1、 Guo, Ting-Ting,Wu, Jun-Sheng,Wang, Li-Sheng,Li, Mi-Yi. "Density, viscosity, and vapor pressure of dichlorophenylphosphine sulfide". . p. 986 - 988. Retrieved 2007.
• 2、 Liu, Ling-Yan,Chen, Ru-Yu,Huang, You. "Synthesis of novel chiral 2-Oxo- And 2-thio-1,3,2-oxazaphospholidines via asymmetric cyclization of L-methionol with (thio)phosphoryl dichlorides". . p. 33 - 38. Retrieved 2007/10/03.