3497-00-5

Basic information

• Product Name: PHENYLTHIOPHOSPHONIC DICHLORIDE
• Synonyms: dichloro(phenyl)phosphinesulphide;Phenyl phosphorus thiodichloride;phenyl-phosphonothioicdichlorid;Phenylphosphonothionodichloridate;Phenylphosphonothioyl dichloride;phenylphosphonothioyldichloride;phenylphosphorusthiodichloride;Phenylthionophosphonic dichloride
• CAS NO: 3497-00-5
• Molecular Formula: C₆H₅Cl₂PS
• Molecular Weight: 211.05
• EINECS: 222-494-9
• Mol File: 3497-00-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 76-77 °C
• Boiling Point: 270 °C
• Flash Point: 118℃
• Appearance: Colorless liquid with unpleasant acrid pungent odor
• Density: 1,4 g/cm3
• Refractive Index: 1.6178-1.6182
• Water Solubility: 1.522g/L(23 oC)
• CAS DataBase Reference: PHENYLTHIOPHOSPHONIC DICHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLTHIOPHOSPHONIC DICHLORIDE(3497-00-5)
• EPA Substance Registry System: PHENYLTHIOPHOSPHONIC DICHLORIDE(3497-00-5)

Safety Data

• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45
• RIDADR: 2799
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 3497-00-5(Hazardous Substances Data)

Usage

Uses

Phenylthiophosphonic dichloride is a thiophosphonate and has been used to prepare high-refractive-index materials.

General Description

Colorless liquid with unpleasant acrid pungent odor. Corrodes metals slowly.

Air & Water Reactions

Flammable. Decomposes to give hydrochloric acid in water, although this reaction is slow. The reaction becomes vigorous if the water is hot.

Reactivity Profile

PHENYLTHIOPHOSPHONIC DICHLORIDE is water reactive. Incompatible with strong oxidizing agents, alcohols, amines, alkali. Contact with active metals generates flammable hydrogen gas. 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].

Health Hazard

CORROSIVE and/or TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Fire will produce irritating, corrosive and/or toxic gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Contact with molten substance may cause severe burns to skin and eyes. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

EXCEPT FOR ACETIC ANHYDRIDE (UN1715), THAT IS FLAMMABLE, some of these materials may burn, but none ignite readily. May ignite combustibles (wood, paper, oil, clothing, etc.). Substance will react with water (some violently), releasing corrosive and/or toxic gases and runoff. Flammable/toxic gases may accumulate in confined areas (basement, tanks, hopper/tank cars, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. Substance may be transported in a molten form.

Safety Profile

A corrosive. When heated to decomposition it emits toxic vapors of SOx and POx.

InChI:InChI=1/C6H5Cl2PS/c7-9(8,10)6-4-2-1-3-5-6/h1-5H

Upstream product

• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 644-97-3 Dichlorophenylphosphine 
• 71-43-2 benzene 
• 7782-50-5 chlorine 
• 603-35-0 triphenylphosphine 

Downstream Products

• 16906-06-2 phenyl-thiophosphonic acid O,O'-diallyl ester 
• 33424-34-9 phenyl-thiophosphonic acid O-methyl ester-O'-(2-nitro-phenyl ester) 
• 102666-48-8 phenyl-thiophosphonic acid O,O'-bis-(2-dimethylaminomethyl-phenyl ester) 
• 6231-03-4 diethyl phenylphosphonothioate 
• 5075-13-8 O-ethyl phenylphosphonochloridothioate 
• 5395-21-1 phenyl-phosphonothioic acid dihydrazide 
• 3969-46-8 phenylphosphonothioic diamide 
• 109018-70-4 3,6-diphenyl-[1,2,4,5,3,6]tetraazadiphosphinane-3,6-disulfide 
• 73577-36-3 phenyl phosphonomorpholinylamidochloridothioate 
• 34670-65-0 7-phenoxy-1,4-diaza-7-phospha-bicyclo[2.2.1]heptane 7-sulfide 
• 4602-01-1 2-phenyl-2,3-dihydro-1H-[1,3,2]diazaphospholo[4,5-b]pyridine 2-sulfide 
• 36103-10-3 2-phenyl-1,3,2-dioxaphospholane 2-sulfide 
• 21890-13-1 Phenyldithiophosphonsaeure-phenylester-chlorid 
• 4600-16-2 5-Methyl-2-phenyl-2,3-dihydro-1H-1,3,2-benzodiazaphosphol-2-sulfid 

Relevant articles and documents

Green synthesis of dichlorophenylphosphine sulfide using chloroaluminate ionic liquids as a catalyst

Triethylhydrogenammonium chloride-XAlCl3 Ionic Liquids (ILs) were used as a catalyst for the clean synthesis of dichlorophenylphosphine sulfide. Two synthesis routes were investigated; one of them was a reaction of sulfur and Dichlorophenylphosphine (DCPP), and another was a one-pot reaction of benzene, phosphorus, chloride, and sulfur. Effects of the ILs composition and reaction time and the quantity of the ILs on the reactions were studied. A simple product isolation procedure was achieved. The ILs showed reusable and low-consumption characters in the reaction of sulfur and DCPP. Thus the triethylhydrogenammonium chloride-XAlCl3 ILs gave this reaction a green character. Copyright Taylor & Francis Group, LLC.

Structure and properties of halogen-free flame retardant and phosphorus-containing aromatic poly(1,3,4-oxadiazole)s fiber

In order to improve the flame retardance of aromatic polyoxadiazole (p-POD) fiber, a series of phosphorus-containing PODs (pho-POD) were synthesized by introducing triaryl phosphine oxide (TPO) units into the main chains of p-POD using hydrazine sulfate, terephthalic acid and bis(p-carboxy)phenyl phosphine oxide (BCPPO) as monomers, and then halogen-free flame resistant pho-POD fibers were obtained from wet spinning. The structure and properties of the pho-POD fibers were characterized and measured in detail using the methods of wide-angle X-ray diffraction (WAXD), scanning electron microscopy (SEM), thermogravimetric analysis (TGA), the limiting oxygen index (LOI), oxygen bomb calorimeter, Pyrolysis-Gas Chromatography/Mass Spectrometry (Py-GC/MS) etc. The results show that the introduction of TPO units resulted in the weakening of the crystallization ability, the formation of the poriferous and lax interior structure, the slight decrease in the thermal stability and mechanical properties of the POD fibers. However, the value of LOI obviously increased from 28% to 35%, and the gross heat of combustion (GHC) decreased from 19.72 MJ kg?1 to 17.84 MJ kg?1 with the increase in the content of the BCPPO. Moreover, the combustion residue of pho-POD fiber revealed a smooth, dense and non-porous carbon layer, which could effectively play a role of oxygen barrier and enhance the flame resistance. From the above results, it can be concluded that the flame resistance of the POD fiber could be improved significantly after introducing the TPO unit. The results of Py-GC/MS illustrate that the TPO unit of pho-POD could inhibit the production of volatile products, which could be confirmed that the mechanism of enhancing the flame retardancy by introducing TPO units was mainly the flame retardation of the condensed phase.

Reactivity of X3P compounds with elemental sulfur, carbon disulfide or both, to yield X3PS, X3RCS2 or X3P.Sn.CS2 adducts

Kinetic constants k2 have been obtained for the reaction of sulfur with 25 PIII compounds in toluene or hexane. In the series PhnMe3-nP (n = 1-3) or PhnBu3-nP (n = 0-3), log k2 decreases linearly with Σχi (χi=Tolman's electronic parameter of each ligand on P), taken as a gauge for the donor strength of P. Dramatic deviations from additivity are observed for the series PhnP(OEt)3-n, PhnP(OEt)3-n, and BunP(OEt)3-n(n = 0-3); the deviation is smaller for PhnPCl3-n, and even smaller for PhnP(NEt2)3-n . The results are discussed in terms of P-coordination (PIV vs. PV), stability and geometry of the intermediate X3P.S8 or of the transition state leading to this adduct, emphasis being laid on the donor/acceptor character of the P site. A similar dependence on X governs the reactivity of X3P with S8, CS2 or both, to give X3PS, X3P.CS2 (binary red adduct) or X3P.Sn.CS2 (ternary yellow adduct) respectively; an explanation for this parallelism is proposed.