1153-06-6

Basic information

• Product Name: TRIPHENYLLEAD CHLORIDE
• Synonyms: CHLOROTRIPHENYLLEAD;TRIPHENYLLEAD CHLORIDE;chlorotriphenyl-plumban;chlorotriphenylplumbane;CHLOROTRIPHENYLLEAD, TECH., 90%;chlorotriphenyllead(iv);triphenyllead(iv) chloride;Triphenylchlorolead(IV)
• CAS NO: 1153-06-6
• Molecular Formula: C18H15ClPb
• Molecular Weight: 473.96
• EINECS: 214-572-6
• Mol File: 1153-06-6.mol

Chemical Properties

• Melting Point: 207 °C(lit.)
• Boiling Point: 434.9°Cat760mmHg
• Flash Point: 216.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.32E-07mmHg at 25°C
• CAS DataBase Reference: TRIPHENYLLEAD CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIPHENYLLEAD CHLORIDE(1153-06-6)
• EPA Substance Registry System: TRIPHENYLLEAD CHLORIDE(1153-06-6)

Safety Data

• Hazard Codes: T,N
• Statements: 61-20/22-33-50/53-62
• Safety Statements: 53-45-60-61
• RIDADR: UN 2291 6.1/PG 3
• WGK Germany: 3
• RTECS: TP4300000
• Hazardous Substances Data: 1153-06-6(Hazardous Substances Data)

Usage

Uses

Used in Plastics Industry:
Triphenyllead chloride is used as a stabilizer in the production of polyvinyl chloride (PVC) plastics. It helps to prevent the degradation of PVC, thereby enhancing the durability and longevity of the plastic products.
Used in Chemical Industry:
Triphenyllead chloride serves as a catalyst in various organic reactions. Its ability to facilitate chemical transformations makes it a valuable component in the synthesis of certain compounds.
However, due to the significant health and environmental risks associated with triphenyllead chloride, its use has been restricted and alternative safer stabilizers and catalysts are being sought and developed to replace it in various applications.

InChI:InChI=1/3C6H5.ClH.Pb/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H;/q;;;;+1/p-1/rC18H15ClPb/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

Upstream product

• 7647-01-0 hydrogenchloride 
• 67-66-3 chloroform 
• 110-86-1 pyridine 
• 587-85-9 diphenylmercury(II) 
• 595-89-1 Tetraphenyllead 
• 64-17-5 ethanol 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 89669-25-0 (C₆H₅)3PbV(CO)6 
• 21050-13-5 bis(triphenylphosphine)iminium chloride 
• 603-32-7 triphenyl-arsane 
• 486-25-9 9-fluorenone 
• 55532-29-1 (3-nitro-benzyl)-triphenyl-arsonium; bromide 
• 51042-50-3 4-nitrobenzyltriphenylarsonium bromide 
• 57080-47-4 p-Iodbenzyltriphenylarsonium bromid 

Downstream Products

• 35434-78-7 1-phenyl-2-(triphenylplumbyl)ethane 
• 74086-81-0 triphenylpropylplumbane 
• 20685-38-5 triphenyl-vinyl plumbane 
• 95456-36-3 1-(triphenylplumbyl)pentane 
• 79189-55-2 (4-bromo-phenyl)-triphenyl plumbane 
• 595-89-1 Tetraphenyllead 
• 106683-48-1 hexa-Pb-phenyl-Pb,Pb'-p-phenylene-bis plumbane 
• 3124-01-4 hexaphenyl diplumbane 
• 2654-42-4 benzyl-triphenyl plumbane 
• 38795-78-7 Allyltriphenylplumbane 
• 134879-52-0 3-butenyltriphenylplumbane 
• 619-97-6 benzenediazonium nitrate 
• 100-56-1 phenylmercury(II) chloride 
• 15734-55-1 triphenyl-styryl plumbane 

Relevant articles and documents

Hypercoordinated eka-tin materials with dangling aryl-methoxy and -methylthio ligands exhibiting intramolecular secondary bonding and aryl bond stabilization in reactions with organotin chlorides

The syntheses of [2-(CH3ECH2)C6H4]PbPh3-nCln, (n = 0, E = O (4), E = S (5); n = 1, E = O (6), E = S (7); n = 2, E = O (8), are described. NMR and single crystal data illustrate significant Pb?E interactions increasing as n progresses from 0 to 2. The Pb?E interactions stabilize the Pb-aryl bonding to the extent that the reactions of 4 and 5 with Me2SnCl2 result in interchange of a Ph group and Cl to produce 6 and 7, respectively, together with Me2PhSnCl. This journal is

Kinetic and Computational Studies of Rhenium Catalysis for Oxygen Atom Transfer Reactions

The rhenium(v)oxo dimer {MeReO(edt)}2 (edt≤1,2-ethanedithiolate) is an effective catalyst for the oxygen atom transfer (OAT) reaction from pyridine oxide and picoline oxide to triphenylarsine (Ph3As) as oxygen acceptor. Kinetics measurements were carried

Synthesis, properties and application of electronically-tuned tetraarylarsonium salts as phase transfer catalysts (PTC) for the synthesis of gem-difluorocyclopropanes

Preparation of gem-difluorocyclopropane from α-methylstyrene and chlorodifluoromethane was investigated under basic two-phase conditions. Although simple tetraalkylammonium salts appeared uneffective as phase-transfer catalysts (PTC) for this purpose, tetraphenylarsonium chloride displayed moderate activity, and inspired studies of the phenomena. To improve its efficiency we synthesized set of electronically-tuned tetraarylarsonium analogues. Their preparation revealed interesting exchange process of aryl substituents on the arsonium center, whereas activity studies demonstrated a correlation of catalytic efficiency with electronic effects of the substituents. Two of the tetraarylarsonium catalysts were characterized by X-ray studies.

Synthesis of novel pyrazole derivatives using organophosphorus, stibine, and arsine reagents and their antitumor activities

The reactions of 5-azido-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde (azidopyrazole) with several classes of organophosphorus reagents: phosphonium ylides, Wittig-Horner reagents, dialkylphosphonates, trialkylphosphites, tris(dialkylamino)phosphanes, triphenylstibane, triphenylarsane, and Lawesson's reagent are reported. Structural reasoning for the new products was based on compatible analytical and spectral data. The cytotoxic activity of most of the new products was evaluated against human breast carcinoma cell line (MCF7) and human hepatocellular carcinoma cell line(HepG2). Certain tested compounds showed promising results.

Versatile reagent Ph3As(OTf)2: One-pot synthesis of [P7(AsPh3)3][OTf]3 from PCl3

Compound Ph3As(OTf)2 as a pentacoordinated AsV Lewis acid readily forms dicationic Lewis acid/base ad-ducts upon addition of various Lewis bases. It also represents a stronger chloride-abstracting agent than Me3SiOTf and facilitates the reductive coupling of PCl3 in the presence of AsPh3 to the unprecedented cation [P7(AsPh3)3]3+ as triflate salt. This crystallographically characterized nor-tricyclane-type cation represents a P7R3-derivative with the most electron-withdrawing substituents, resulting in a pronounced effect on the structural parameters of the P7 core.

Studies on the peroxo complexes of thorium (IV) containing organic acids and amine bases

New peroxo complexes of Th(IV) have been synthesized and characterized by elemental analyses and various physicochemical techniques. The complexes were found to oxidize allyl alcohol and triphenylphosphine as well as triphenylarsine to their respective oxides. The molar conductance values and six fold coordination indicate that all the complexes are 1:1 electrolytes in dimethylsulphoxide revealing their ionic characters. The complexes display v(C=0) bands at-1625 cm-1 and v(C-O) bands at-1405 cm-1, significantly lower than the values of amino acid (-1630 cm-1 and -1412 cm-1) indicating the coordination of amino acids through their carboxylate anion. The Th(IV) complexes display v(M=O) modes in the region 910-999 cm-1. The broad band observed at about 3244-3386 cm -1 for v(N-H) modes indicates the coordination of amino group through nitrogen atom of amino acid. These are predominantly O-O stretching V 1, the symmetric M-O stretch V2 and the antisymmetric M-O stretch V3. The characteristic V1(O-O) modes of the complexes appear at 800-840 cm-1. It is observed that the V 1 mode decreases with the increase of atomic number of the metal in a particular group. The magnetic moment values of dioxothorium (IV) complexes revealed them to be diamagnetic in nature, suggesting there were no changes in the oxidation states of the metal ions upon complexation. The electronic spectral data of the complexes showed bands at 260-350 nm region due to the charge transfer band only.

Macroporous polystyrene-supported (diacetoxyiodo)benzene: An efficient heterogeneous oxidizing reagent

A heterogeneous, cross-linked macroporous polystyrene-supported (diacetoxyiodo) benzene reagent has been prepared. This reagent is completely insoluble in all solvents and has a rigid pore structure that allows it to function without the need for swelling. Its utility in a variety of oxidation reactions has been demonstrated. Georg Thieme Verlag Stuttgart.

Comparative study of the phospha- and arsa-Wittig reaction using 1H, 75As and 17O NMR spectroscopy

The existence of oxaarsetanes during an arsa-Wittig reaction has been proved by 1H and 17O NMR spectroscopy. 75As NMR spectra were obtained from the corresponding arsonium salts and arsane oxides. The dynamic 1H NMR spectra of phospha- and arsaylides were compared. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Osmium(IV) binuclear nonelectrolytic oxo-bridged carboxylates. Molecular structure of [Os2IV(μ-O)(μ-O2CCCl 3)2Cl4(PPh3)2] ·CH2Cl2

The reactions between trans-[OsVIO2Cl 2L2] (L = PPh3, AsPh3, SbPh 3) and carboxylic acids RCO2H (R = CH3, C(CH3)3, CH2Cl, CCl3, CF 3) are studied. The resulting binuclear compounds were found to have the general formula [Os2IV(μ-O)(μ-O 2CR)2Cl4(L)2] (L = PPh3; R = CH3, C(CH3)3, CH2Cl, CCl 3, CF3, and L = AsPh3; R = CH3, CH2Cl, CCl3, CF3). X-ray diffraction analysis revealed that the [Os2IV(μ-O)(μ-O 2CCCl3)2Cl4(PPh3) 2]·CH2Cl2 complex crystallizes in a triclnic system with space group P1 ; a = 10.747(2) A, b = 19.291(4) A, c = 24.614(5) A, α = 100.08(3)°, β = 90.63(3)°, γ = 97.05(3)°, V = 4983.5(17) A3, Z = 4. The Os(μ-O)Os angle is 142.2(7)°. The interaction of trans-[Os VIO2Cl2(SbPh3)2] with all the acids under study is attended by intramolecular redox reaction resulting in SbCl2Ph3.

Stoichiometric and catalytic oxygen activation by trimesityliridium(III)

Trimesityliridium(III) (mesityl = 2,4,6-trimethylphenyl) reacts with O2 to form oxotrimesityliridium(V), (mes)3Ir=O, in a reaction that is cleanly second order in iridium. In contrast to initial reports by Wilkinson, there is no evidence for substantial accumulation of an intermediate in this reaction. The oxo complex (mes)3Ir=O oxidizes triphenylphosphine to triphenylphosphine oxide in a second-order reaction with ΔH? = 10.04 ± 0.16 kcal/mol and ΔS? = -21.6 ± 0.5 cal/(mol·K) in 1,2-dichloroethane. Triphenylarsine is also oxidized, though over an order of magnitude more slowly. Ir(mes)3 binds PPh3 reversibly (Kassoc = 84 ± 3 M-1 in toluene at 20°C) to form an unsymmetrical, sawhorse-shaped four-coordinate complex, whose temperature-dependent NMR spectra reveal a variety of dynamic processes. Oxygen atom transfer from (mes)3Ir=O and dioxygen activation by (mes)3Ir can be combined to allow catalytic aerobic oxidations of triphenylphosphine at room temperature and atmospheric pressure with overall activity (～60 turnovers/h) comparable to the fastest reported catalysts. A kinetic model that uses the rates measured for dioxygen activation, atom transfer, and phosphine binding describes the observed catalytic behavior well. Oxotrimesityliridium does not react with sulfides, sulfoxides, alcohols, or alkenes, apparently for kinetic reasons.