6729-60-8

Basic information

• Product Name: DICHLORO(TRI-O-TOLYL)BISMUTH
• Synonyms: DICHLORO(TRI-O-TOLYL)BISMUTH;TRIS(2-METHYLPHENYL)BISMUTH DICHLORIDE;TRI-O-TOLYLBISMUTH DICHLORIDE;Dichloro(tri-o-tolyl)bismuth Tris(2-methylphenyl)bismuth Dichloride;DICHLORITRI(O-TOLYL)BISMUTH;Tri-o-tolylbismuth Dichloride
• CAS NO: 6729-60-8
• Molecular Formula: C₂₁H₂₁BiCl₂
• Molecular Weight: 553.28
• Product Categories: Bi (Bismuth) Compounds;Classes of Metal Compounds;Hypervalent Bismuth Compounds;New Oxidation of primary & secondary Alcohols;Oxidation;Semimetal Compounds;Synthetic Organic Chemistry
• Mol File: 6729-60-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• CAS DataBase Reference: DICHLORO(TRI-O-TOLYL)BISMUTH(CAS DataBase Reference)
• NIST Chemistry Reference: DICHLORO(TRI-O-TOLYL)BISMUTH(6729-60-8)
• EPA Substance Registry System: DICHLORO(TRI-O-TOLYL)BISMUTH(6729-60-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 6729-60-8(Hazardous Substances Data)

Usage

General Description

Dichloro(tri-O-tolyl)bismuth is a chemical compound with the molecular formula C21H21BiCl2O3. It is a bismuth complex that is used in organic synthesis as a catalyst for various reactions, including the synthesis of carbon-carbon and carbon-heteroatom bonds. It has a trityl (tri-O-tolyl) group attached to the bismuth atom, which imparts stability and makes it an effective catalyst. It is a versatile compound with a wide range of applications in the field of organic chemistry, particularly in the synthesis of pharmaceuticals and agrochemicals. DICHLORO(TRI-O-TOLYL)BISMUTH has garnered interest due to its unique catalytic properties and its potential for use in sustainable and environmentally friendly chemical processes.

InChI:InChI=1/3C7H7.Bi.2ClH/c3*1-7-5-3-2-4-6-7;;;/h3*2-5H,1H3;;2*1H/q;;;+2;;/p-2/rC21H21BiCl2/c1-16-10-4-7-13-19(16)22(23,24,20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3/h4-15H,1-3H3

Upstream product

• 10050-08-5 tri-o-tolylbismuth 
• 7647-01-0 hydrogenchloride 
• 233257-02-8 [(trifluoroacetyl)imino]tris-(2-methylphenyl)-λ(5)-bismuthane 
• 932-31-0 ortho-tolylmagnesium bromide 
• 2028-34-4 o-toluene-diazonium chloride 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 36884-28-3 5-phenyl-1-pentanal 
• 24059-71-0 1-(2-methylphenyl)pyrrolidin-2-one 
• 54774-86-6 2(1H)-pyridinone, 1-(2-methylphenyl)- 
• 343945-28-8 N-(2-methylphenyl)-2-piperidone 
• 874116-10-6 1-(2-methylphenyl)quinolin-2(1H)-one 
• 10050-08-5 tri-o-tolylbismuth 

Relevant articles and documents

Facile oxidation of alcohols to carbonyl compounds using a tris(2-methylphenyl)-bismuth dichloride-DBU binary system

High efficiency and chemoselectivity as well as the facile isolation of the carbonyl products by simple workup procedures characterize a new method of alcohol oxidation. A variety of primary and secondary alcohols are oxidized to aldehydes and ketones by the combined use of tris(2-methylphenyl)bismuth dichloride and 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) under mild conditions [Eq. (1)].

First synthesis, structure, and reactivity of (acylimino)triaryl-λ5-bismuthanes stabilized by ortho-substituted aryl ligands

The reactive Bi(V)=N bond in (acylimino)-triaryl-λ5-bismuthanes has been found to be stabilized effectively by ortho-substituted aryl ligands such as o-tolyl, o-anisyl, and mesityl groups. These imino-λ5-bismuthanes, in which the bismuth center possesses a distorted tetrahedral geometry, behave as a nitrene precursor as well as an oxidizing agent, depending on the substrates and conditions.