Triphenylbismuth

Base Information

• Chemical Name: Triphenylbismuth
• CAS No.: 603-33-8
• Molecular Formula: C18H15Bi
• Molecular Weight: 440.298
• Hs Code.: 29319090
• European Community (EC) Number: 210-033-4
• NSC Number: 465
• UNII: R18732F41W
• DSSTox Substance ID: DTXSID6042498
• Wikidata: Q4463253
• Mol file: 603-33-8.mol

Synonyms:Ph3Bi;triphenyl bismuth;triphenyl bismuthine;triphenylbismuth

Chemical Property of Triphenylbismuth

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 78-80 °C
• Refractive Index: 1.7040
• Boiling Point: 310 °C
• Flash Point: 242 °C/14mm
• PSA: 0.00000
• Density: 1.585 g/cm³
• LogP: 4.46040
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 440.09777
• Heavy Atom Count: 19
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

Triphenylbismuth ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: C1=CC=C(C=C1)[Bi](C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Triphenylbismuth, as an volatile organometallic used in the preparation of thin films of superconducting oxides by CVD. It is also added to the fuel of rocket as cruing agent. It acts as a solidifying catalyst for butyl hydroxyl propellants.

Technology Process of Triphenylbismuth

There total 393 articles about Triphenylbismuth 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: 100.0%

2,6-di-tert-butyl-4-methylpyridine (38222-83-2) + methyltriphenylbismuthonium tetrafluoroborate (278172-59-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl methyl ether (538-86-3) + 2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate (160142-36-9) + triphenylbismuthane (603-33-8)

Guidance literature:

In chloroform-d1; alcohol was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and allowed to react at 23°C for 4-7 h; detn. by NMR; Kinetics;

DOI:10.1021/om000095d

Reference yield: 100.0%

2,6-di-tert-butyl-4-methylpyridine (38222-83-2) + methyltriphenylbismuthonium tetrafluoroborate (278172-59-1) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl methyl ether (598-53-8) + 2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate (160142-36-9) + triphenylbismuthane (603-33-8)

Guidance literature:

In chloroform-d1; alcohol was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and allowed to react at 23°C for 4-7 h; detn. by NMR;

DOI:10.1021/om000095d

Reference yield: 93.5%

diphenylbismuth(III) chloride (5153-28-6) → triphenylbismuthane (603-33-8)

Guidance literature:

With hydrazine hydrate; In ethanol; 1h reflux; splitting into H2O, extraction with ether;

DOI:10.1021/ja01860a068

upstream raw materials:

4-methyl-benzaldehyde

thiophenol

bromobenzene

diethyl ether

Downstream raw materials:

phenyl selenocyanate

diphenylbismuth(III) chloride

Diphenylmethane

benzophenone

Refernces

• 1、 Maslennikov,Klement'eva,Losev, Ya. V.,Spirina,Maslennikov. "Oxidation of magnesium with diphenylbismuth and diphenylantimony chlorides in polar solvents". . p. 1 - 4. Retrieved 2006.
• 2、 Andrews, Philip C.,Blair, Victoria L.,Ferrero, Richard L.,Junk, Peter C.,Kumar, Ish. "Making Bispirin: Synthesis, structure and activity against Helicobacter pylori of bismuth(iii) acetylsalicylate". . p. 2870 - 2872. Retrieved 2013.
• 3、 Andrews, Philip C.,Ferrero, Richard L.,Forsyth, Craig M.,Junk, Peter C.,MacLellan, Jonathan G.,Peiris, Roshani M.. "Bismuth(III) saccharinate and thiosaccharinate complexes and the effect of ligand substitution on their activity against helicobacter pylori". . p. 6283 - 6291. Retrieved 2011.
• 4、 Faleschini et al.. "". . p. 317,318, 320. Retrieved 1972.
• 5、 Luqman, Ahmad,Blair, Victoria L.,Bond, Alan M.,Andrews, Philip C.. "Formation of bismuth(V) thiolates: Protolysis and oxidation of triphenylbismuth(III) with heterocyclic thiols". . . Retrieved 2013.
• 6、 Duffin, Rebekah N.,Stephens, Liam J.,Blair, Victoria L.,Kedzierski, Lukasz,Andrews, Philip C.. "The thiol-based reduction of Bi(V) and Sb(V) anti-leishmanial complexes". . . Retrieved 2021/05/10.
• 7、 Senevirathna, Dimuthu C.,Duffin, Rebekah N.,Stephens, Liam J.,Herdman, Megan E.,Werrett, Melissa V.,Andrews, Philip C.. "Bismuth(iii) Thiophosphinates: Understanding How a Small Atomic Change Influences Antibacterial Activity and Mammalian Cell Viability". . p. 1226 - 1236. Retrieved 2020/10/07.