5575-51-9

Basic information

• Product Name: tris(4-chlorophenyl)bismuthane
• CAS NO: 5575-51-9
• Molecular Formula: C₁₈H₁₂BiCl₃
• Molecular Weight: 543.6273
• Mol File: 5575-51-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: tris(4-chlorophenyl)bismuthane(CAS DataBase Reference)
• NIST Chemistry Reference: tris(4-chlorophenyl)bismuthane(5575-51-9)
• EPA Substance Registry System: tris(4-chlorophenyl)bismuthane(5575-51-9)

Safety Data

• Hazardous Substances Data: 5575-51-9(Hazardous Substances Data)

Upstream product

• 7440-69-9 bismuth 
• 7787-60-2 bismuth(III) chloride 
• 34220-01-4 di-(4-chlorophenyl)iodonium chloride 
• 50847-99-9 Phenyl-(p-chlorphenyl)iodoniumchlorid 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 77760-10-2 (p-ClC₆H₄)3BiCl₂ 
• 7803-57-8 hydrazine hydrate 
• 1123181-64-5 tetrakis(4-chlorophenyl)bismuthonium tetrafluoroborate 
• 1123181-69-0 tris(4-chlorophenyl)mesitylbismuthonium tetrafluoroborate 
• 121899-91-0 tris(4-chlorophenyl)bismuth difluoride 
• 1679-18-1 4-Chlorophenylboronic acid 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 20667-12-3 silver(l) oxide 
• 131836-81-2 Bi(O₂SC₆H₄-p-Cl)3 

Downstream Products

• 51752-31-9 chlorobis(4-chlorophenyl)bismuthane 
• 2050-68-2 4,4'-dichlorobiphenyl 
• 1889-71-0 4'-chloro-2-phenylacetophenone 
• 654672-71-6 (4-chlorophenyl)-(3,4-dichlorophenylmethyl)-ketone 
• 2051-62-9 4'-biphenyl chloride 
• 1297611-02-9 1-(4-chlorophenyl)-3,4-dihydro-6-methoxynaphthalene-2-carbaldehyde 
• 1297610-94-6 1-(4-chlorophenyl)-3,4-dihydronaphthalene-2-carbaldehyde 
• 1297611-10-9 5-tert-butyl-2-(4-chlorophenyl)-1-cyclohexenecarbaldehyde 
• 195194-97-9 (p-ClC₆H₄)2Bi(1-C₁₀H₇) 
• 1026082-44-9 1-[4-(4-chlorobenzyl)phenyl]ethan-1-one 
• 7386-21-2 N-(4-chlorophenyl)phthalimide 
• 637-87-6 1-Chloro-4-iodobenzene 
• 108-90-7 chlorobenzene 
• 90-98-2 4,4'-Dichlorobenzophenone 

Relevant articles and documents

Remarkable substituent effects on the oxidizing ability of tetraarylbismuthonium tetrafluoroborates in alcohol oxidation

Substituent effects on the oxidizing ability of tetraarylbismuthonium tetrafluoroborates in alcohol oxidation are reported. Intermolecular and intramolecular competition experiments on geraniol oxidation by the combined use of tetraarylbismuthonium tetrafluoroborates and N,N,N′,N′- tetramethylguanidine (TMG) have revealed that the oxidizing ability of the bismuthonium salt increases by the introduction of methyl groups at the ortho position and an electron-withdrawing group at the para position of the aryl ligands. The intermolecular and intramolecular H/D kinetic isotope effects observed for the competitive oxidation of p-bromobenzyl alcohols have shown that the present oxidation reaction consists of fast pre-equilibrium leading to alkoxytetraarylbismuth(V) intermediates (first step) and α-hydrogen abstraction by the aryl ligand attached to the bismuth (second step). The experimental results demonstrate that the electron-deficient aryl ligands enhance the electrophilicity at the bismuth center to put forward the first step and that the bulky ligands destabilize the alkoxybismuth(V) intermediates to accelerate the second step. The newly explored mesityl- and 2,6- xylyltriarylbismuthonium salts have proven to convert primary and secondary alcohols to the corresponding carbonyl compounds with high efficiency under mild conditions. A remarkable steric effect of these oxidants has also been exhibited in the chemoselective oxidation between primary and secondary benzylic alcohols.

DIHYDRONEPETALACTAMS AND N-SUBSTITUTED DERIVATIVES THEREOF

Dihydronepetalactams and N-substituted derivatives thereof are prepared by alkylation of metallated lactams. Dihydronepetalactams and N-substituted derivatives thereof have utility as insect repellents.

Palladium(II)-catalyzed aryl coupling of triarylbismuthines under air

Triarylbismuthines readily reacted with a catalytic amount of palladium(II) acetate in methanol under air to give the corresponding biaryls in high yields. The presence of oxygen was indispensable for this catalytic coupling, biaryl formation being quite slow under nitrogen. Oxygen absorption was observed during the reaction and a Pd-oxygen complex prepared separately worked effectively as a reagent for this coupling even under inert gas.