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Dichlorotriphenyl bismuth

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Dichlorotriphenyl bismuth Basic information

Product Name:
Dichlorotriphenyl bismuth
Synonyms:
  • DICHLOROTRIPHENYLBISMUTH
  • TRIPHENYLBISMUTH(V) DICHLORIDE
  • TTIPHENYLBISMUTH DICHLORIDE
  • TRIPHENYLBISMUTH DICHLORIDE
  • Triphenylbismuthine dichloride
  • dichloro(triphenyl)bismuthorane
  • Dichlorotriphenylbismuth(V)
  • Dichlorotriphenylbismuthine
CAS:
594-30-9
MF:
C18H15BiCl2
MW:
511.2
Product Categories:
  • Semimetal Compounds
  • Synthetic Organic Chemistry
  • Bi (Bismuth) Compounds
  • Classes of Metal Compounds
  • Hypervalent Bismuth Compounds
Mol File:
594-30-9.mol
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Dichlorotriphenyl bismuth Chemical Properties

Melting point:
128-142°C
storage temp. 
Refrigerator
solubility 
soluble in Tetrahydrofuran
form 
powder to crystal
color 
White to Almost white
EPA Substance Registry System
Triphenylbismuthine dichloride (594-30-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39
HS Code 
2931.90.6000
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Dichlorotriphenyl bismuth Usage And Synthesis

Uses

Dichlorotriphenyl bismuth is used for phenylation of phenols, ketones and enols, and nitro compounds.

Preparation

Dichlorotriphenyl bismuth is easily prepared by oxidation of Triphenylbismuthine either by bubbling Chlorine gas into an ethereal solution of Ph3Bi at 0°C, or by addition of 1 equiv of Sulfuryl Chloride to a solution of Ph3Bi in CH2Cl2 at -78°C. The action of Phenyllithium on Ph3BiCl2 leads to pentaphenylbismuth (mp 77-78 °C). Addition of 1 equiv of a carboxylic or sulfonic acid to Ph5Bi affords compounds of the type Ph4BiX.(Ph4BiOCOCF3: mp 120-132 °C; Ph4BiOTs: mp 155-162 °C).

Definition

ChEBI: Dichloro(triphenyl)bismuthorane is an organobismuth compound. It derives from a hydride of a bismuthorane.

storage

Dichlorotriphenyl bismuth is a stable white solid; can be stored in the refrigerator in the absence of moisture.

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