Tetraphenyllead

Base Information

• Chemical Name: Tetraphenyllead
• CAS No.: 595-89-1
• Molecular Formula: C24H20Pb
• Molecular Weight: 515.623
• European Community (EC) Number: 209-871-3
• NSC Number: 12568
• UNII: 2K9SW63R4N
• DSSTox Substance ID: DTXSID20208203
• Wikipedia: Tetraphenyllead
• Wikidata: Q4456660
• Mol file: 595-89-1.mol

Synonyms:Tetraphenyllead;595-89-1;Tetraphenylplumbane;Tetraphenyl Lead;Plumbane, tetraphenyl-;EINECS 209-871-3;NSC-12568;C24H20Pb;PbPh4;MFCD00002999;Lead, tetraphenyl-,;2K9SW63R4N;C24-H20-Pb;CHEBI:30184;WBJSMHDYLOJVKC-UHFFFAOYSA-;DTXSID20208203;NSC12568;NSC 12568;AKOS015840467;CS-0111985;FT-0718037;T0164;D92310;Q4456660

Chemical Property of Tetraphenyllead

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.19E-09mmHg at 25°C
• Melting Point: 227-228 °C
• Boiling Point: 500.3 °C at 760 mmHg
• Flash Point: 256.4 °C
• PSA: 0.00000
• Density: 1.53 g/cm³
• LogP: 5.56640
• Solubility.: very faint turbidity in hot Toluene
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 516.13315
• Heavy Atom Count: 25
• Complexity: 301

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetraphenyl Lead >95.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 20/22-33-50/53-61-62
• Safety Statements: 45-53-61-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: C1=CC=C(C=C1)[Pb](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of Tetraphenyllead

There total 43 articles about Tetraphenyllead 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: 97.0%

phenyllithium (591-51-5) + 3-(triphenylplumbyl)-all-trans-1,5,9-cyclododecatriene (98700-24-4) → Tetraphenyllead (595-89-1)

Guidance literature:

With 1-bromo-butane; water; In tetrahydrofuran; byproducts: all-trans-1,5,9-cyclododecatriene; N2 atmosphere; addn. of PhLi to the triphenylplumbyl compd. in THF at -65°C; stirring at -65°C for 0.5 h; addn. of 1-bromobutane to the light yellow soln.; warming to room temp.; hydrolysis with water;; extg. (ether); washing (water); drying; evapn. of solvent; dissolution in acetone; filtration of Pb(C6H5)4;;

Reference yield: 70.0%

iodobenzene (591-50-4) + phenylmagnesium bromide (100-58-3) + lead(II) chloride (7758-95-4) → Tetraphenyllead (595-89-1)

Guidance literature:

In diethyl ether; for 18h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1016/j.poly.2019.114270

Reference yield: 60.0%

(η5-cyclopentadienyl)Fe(CO)2PbPh3 (12132-08-0) → dicarbonylcyclopentadienylphenyliron + Tetraphenyllead (595-89-1)

Guidance literature:

In toluene; byproducts: lead; Irradiation (UV/VIS); N2, 2h, monitored by I.R.; evaporation, column chromatography, (hexane);

DOI:10.1016/0022-328X(84)80276-4

upstream raw materials:

pyridine

hexaphenyl diplumbane

bromobenzene

diethyl ether

Downstream raw materials:

phenyllithium

hexaphenylcyclohexaarsane

benzene

diphenyltellurium dichloride

Refernces

• 1、 Kim, Euk Hyun,Moon, Cheong Won,Lee, Jung Gyu,Lah, Myoung Soo,Koo, Sang Man. "Synthesis and characterization of lead (IV) precursors and their conversion to PZT materials through a CVD process". . . Retrieved 2019/12/28.
• 2、 Schneider-Koglin, Claudia,Mathiasch, Bernd,Draeger, Martin. "Ueber Tetraaryl-Methan-Analoga in der Gruppe 14.III. Ar4Sn/Pb (Ar=Ph, p-, m-, o-Tol, 2,4-Xyl und 2,5-Xyl): Gegenueberstellung von Bindungslaengen und Winkeln, von NMR chemischen Verschiebungen und Kopplungskonstanten und von Schwingungsdaten". . p. 25 - 32. Retrieved 2007/10/02.