594-30-9

Basic information

• Product Name: Dichlorotriphenyl bismuth
• Synonyms: DICHLOROTRIPHENYLBISMUTH;TRIPHENYLBISMUTH DICHLORIDE;Triphenylbismuthine dichloride;TRIPHENYLBISMUTH(V) DICHLORIDE;TTIPHENYLBISMUTH DICHLORIDE;Dichlorotriphenylbismuth(V);Dichlorotriphenylbismuthine;Triphenyldichlorobismuth
• CAS NO: 594-30-9
• Molecular Formula: C₁₈H₁₅BiCl₂
• Molecular Weight: 511.2
• Product Categories: Bi (Bismuth) Compounds;Classes of Metal Compounds;Hypervalent Bismuth Compounds;Semimetal Compounds;Synthetic Organic Chemistry
• Mol File: 594-30-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 128-142°C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: soluble in Tetrahydrofuran
• CAS DataBase Reference: Dichlorotriphenyl bismuth(CAS DataBase Reference)
• NIST Chemistry Reference: Dichlorotriphenyl bismuth(594-30-9)
• EPA Substance Registry System: Dichlorotriphenyl bismuth(594-30-9)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 594-30-9(Hazardous Substances Data)

Usage

General Description

Dichlorotriphenyl bismuth is a chemical compound with the molecular formula (C6H5)3BiCl2. It is a white crystalline solid that is used as a reagent in organic synthesis and as a catalyst in various chemical reactions. Dichlorotriphenyl bismuth has been studied for its potential antimicrobial and anticancer properties, and has been used in the development of new pharmaceutical compounds. It is also utilized in the production of bismuth-containing materials and has applications in the fields of materials science and nanotechnology. However, it is important to handle dichlorotriphenyl bismuth with caution as it can be toxic if ingested or inhaled, and proper safety measures should be taken when working with this compound.

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 
• 7719-09-7 thionyl chloride 
• 7791-25-5 sulfuryl dichloride 
• 5575-51-9 tris(4-chlorophenyl)bismuthane 
• 58593-03-6 {(C₆H₅)4Bi}⁽¹⁺⁾*(C₆H₅)3SiO^(1-)={(C₆H₅)4Bi}OSi(C₆H₅)3 
• 109541-76-6 tris(4-(trifluoromethyl)phenyl)bismuthane 
• 603-36-1 triphenylantimony 
• 98529-31-8 Bi(p-NO₂C₆H₄)3 

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.