28719-54-2

Basic information

• Product Name: Triphenylbismuth dichloride
• Synonyms: trans-Dichlorotriphenylbismuth
• CAS NO: 28719-54-2
• Molecular Formula: C₁₈H₁₅BiCl₂
• Molecular Weight: 511.19808
• Mol File: 28719-54-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 159-160℃
• Appearance: /
• CAS DataBase Reference: Triphenylbismuth dichloride(CAS DataBase Reference)
• NIST Chemistry Reference: Triphenylbismuth dichloride(28719-54-2)
• EPA Substance Registry System: Triphenylbismuth dichloride(28719-54-2)

Safety Data

• Hazardous Substances Data: 28719-54-2(Hazardous Substances Data)

Usage

General Description

Triphenylbismuth dichloride is a chemical compound with the molecular formula C18H15BiCl2. It is a white to off-white crystalline solid that is insoluble in water. Triphenylbismuth dichloride is primarily used as a catalyst in organic synthesis reactions, particularly for the conversion of alcohols to alkenes. It is also used in the production of specialty chemicals and pharmaceuticals. The compound is considered to be relatively stable and has low acute toxicity, although prolonged exposure may lead to irritation of the skin and eyes. Triphenylbismuth dichloride should be handled and stored in a well-ventilated area, away from heat and open flame, to prevent any potential hazards. Overall, it is an important catalyst and intermediate for various chemical processes in the industry.

InChI:InChI=1/3C6H5.Bi.2ClH/c3*1-2-4-6-5-3-1;;;/h3*1-5H;;2*1H/q;;;+2;;/p-2/rC18H15BiCl2/c20-19(21,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

Upstream product

• 865-44-1 iodine trichloride 
• 603-33-8 triphenylbismuthane 
• 4663-81-4 triphenylbismuth dihydroxide 
• 7782-50-5 chlorine 
• 153289-73-7 triphenylbismuth diformate 
• 66214-57-1 (C₆H₅)3Bi(OH)Cl 
• 15656-19-6 hypobromous acid 
• 7647-01-0 hydrogenchloride 
• 47252-14-2 triphenylbismuth carbonate 
• 42967-53-3 tetraphenylbismuthonium chloride 
• 28719-52-0 triphenylbismuth dinitrate 
• 112100-73-9 (C₆H₅)3Bi(O₃SC₆H₅)2 
• 28719-55-3 triphenylbismuth dibromide 
• 108-86-1 bromobenzene 

Downstream Products

• 603-33-8 triphenylbismuthane 
• 40863-35-2 3-methyl-3-phenyl-3H-indole 
• 82994-19-2 3,5-dimethoxyphenyl phenyl ether 
• 110784-40-2 3,5-dimethoxy 2-phenylphenol 
• 110784-41-3 3,5-dimethoxy 2,6-diphenylphenol 
• 97904-75-1 isoflavanone 
• 102242-22-8 3,3-diphenylchroman-4-one 
• 5128-69-8 7-methoxyisoflavanone 
• 20656-67-1 2,3-dihydro-7,7'-dimethoxy-3,3'-methylene-bischroman-4-one 
• 121884-64-8 3,3-diphenyl-7-methoxychroman-4-one 
• 1786-05-6 4-hydroxy-3-phenylcoumarin 
• 2367-02-4 1-phenoxy-4-(trifluoromethyl)benzene 
• 3457-58-7 2-nitro-2-phenylpropane 
• 110784-44-6 2,4,6-trimethyl 6-phenyl 2,4-cyclohexadienone 

Relevant articles and documents

CO2-activated NaClO-5H2O enabled smooth oxygen transfer to iodoarene: A highly practical synthesis of iodosylarene

A safe, rapid, and environmentally friendly synthesis of iodosylarene (ArIO) has been developed using NaClO under a carbon dioxide (CO2) atmosphere. Exposure of iodoarene to NaClO-5H2O in acetonitrile under CO2 (1 atm) resulted in the clean formation of ArIO within 10 minutes in high yield. The absence of a base in this method enables the direct use of in-situ-generated iodosylarene not only for a variety of oxidative transformations (synthesis of sulfilimine, pentavalent bismuth, benzyne adduct, etc.), but also for the synthesis of iodonium ylide and imino-λ3-iodane in one pot.

BISMUTH PERFLUOROALKYLPHOSPHINATES AS LEWIS ACID CATALYSTS

The invention relates to bismuth perfluoroalkylphosphinates as Lewis acid catalysts, the compounds, and processes for the preparation thereof. [in-line-formulae]ArxBi[OP(O)(Rf)2]3-x??(Ia),[/in-line-formulae] [in-line-formulae]Ar3Bi[OP(O)(Rf)2]2??(Ib).[/in-line-formulae]

Effect of π-accepting substituent on the reactivity and spectroscopic characteristics of triarylbismuthanes and triarylbismuth dihalides

Competitive chlorination of p-substituted triarylbismuthanes 1 [(p-XC6H4)3 Bi; a: X = OMe, c: Cl, d: CO2Et, e: CF3, f: CN, g: NO2] and trimesitylbismuthane (2,4,6-Me3C6H2) 3Bi 1h by sulfuryl chloride was carried out against 1b (X = H) and the effect of these substituents on the formation of triarylbismuth dichlorides 2 was studied. The relative ratios 2/2b decreased with increasing electron-withdrawing ability of the substituents (2a/2b = 53/47, 2c/2b = 33/67, 2d/2b = 35/65, 2e/2b = 29/71, 2f/2b = 16/84, 2g/2b = 0/100, 2h/2b = 46/54), indicating a lowering of reactivity of the lone pair on the bismuth atom. Pd-Catalyzed degradation of 2a-g and their difluorides 3 giving biaryls 4 was promoted by the electron-withdrawing p-substituents in the equatorial aryl groups but suppressed by the more electronegative fluorine atoms in the apical positions. This is in fairly good accord with the stability of the trigonal bipyramidal geometry. The 13 study of 1-3 showed that the signals due to the ipso carbons (C1) attached to the bismuth atom shift downfield with increasing electron-withdrawing nature of the p-substituents. No such tendency was observed in other aromatic ring carbons. The electronic effect on the C1 atoms, similar to that on the chlorination of 1 and degradation of 2 and 3, indicates the significant participation of the C1 atoms in these reactions through the Bi-C1 bonds.