TRI-P-TOLYLBISMUTHINE

Base Information

• Chemical Name: TRI-P-TOLYLBISMUTHINE
• CAS No.: 5142-75-6
• Molecular Formula: C21H21Bi
• Molecular Weight: 482.378
• Hs Code.: 2931900090
• Mol file: 5142-75-6.mol

Synonyms:Bismuthine,tri-p-tolyl- (6CI,7CI,8CI);NSC 370497;Tri(p-tolyl)bismuthane;Tri-4-tolylbismuthine;Tri-p-tolylbismuth;Tri-p-tolylbismuthine;Tris(4-methylphenyl)bismuth;Tris(4-methylphenyl)bismuthine;Tris(4-tolyl)bismuthine;Tris(p-tolyl)bismuthine;

Chemical Property of TRI-P-TOLYLBISMUTHINE

Chemical Property:

• Melting Point: 119 °C
• PSA: 0.00000
• LogP: 5.38560
• Solubility.: almost transparency in THF

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tri-p-tolylbismuthine >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRI-P-TOLYLBISMUTHINE

There total 78 articles about TRI-P-TOLYLBISMUTHINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(4-bromobenzoylseleno)bis(4-methylphenyl)bismuth → bismuth (7440-69-9) + tri(p-tolyl)bismuth (5142-75-6)

Guidance literature:

In neat (no solvent); byproducts: Se-(4-CH3C6H4) 4-bromobenzenecarboselenoate; Bi-compound under N2 in an ampoule was heated at 150°C for 2 h; ppt. was filtered (Bi), washed with diethyl ether and CH2Cl2, evapd., column chromy. on silica gel (hexane-diethyl ether);

DOI:10.1002/hlca.200690070

Reference yield: 94.0%

(p-Tol)3Bi=C(CO2Me){C(CO2Me)=NSO2Ph} + para-nitrobenzenethiol (1849-36-1) → dimethyl 2-(N-(phenylsulfonyl))aminofumarate + di(p-nitrophenyl) disulfide (100-32-3) + tri(p-tolyl)bismuth (5142-75-6)

Guidance literature:

In dichloromethane; Bi compd. added to CH2Cl2 soln. of 4-nitrobenzenethiol (molar ratio 1:2) at -78°C; warmed to room temp. with stirring; concd. under reduced pressure; recrystd. from CH2Cl2-hexane;

DOI:10.1016/S0022-328X(00)00295-3

Reference yield: 93.0%

(4-methylbenzoylseleno)bis(4-methylphenyl)bismuth → bismuth (7440-69-9) + tri(p-tolyl)bismuth (5142-75-6)

Guidance literature:

In neat (no solvent); byproducts: Se-(4-CH3C6H4) 4-methylbenzenecarboselenoate; Bi-compound under N2 in an ampoule was heated at 150°C for 2 h; ppt. was filtered (Bi), washed with diethyl ether and CH2Cl2, evapd., column chromy. on silica gel (hexane-diethyl ether);

DOI:10.1002/hlca.200690070

upstream raw materials:

para-bromotoluene

para-methylphenylmagnesium bromide

diethyl ether

bis(4-methylphenyl)bismuth chloride

Downstream raw materials:

bis(p-tolyl)mercury

triphenylbismuthane

1-butoxy-4-methylbenzene

acetic acid

Refernces

• 1、 Hébert, Martin,Petiot, Pauline,Benoit, Emeline,Dansereau, Julien,Ahmad, Tabinda,Le Roch, Adrien,Ottenwaelder, Xavier,Gagnon, Alexandre. "Synthesis of highly functionalized triarylbismuthines by functional group manipulation and use in palladium- and copper-catalyzed arylation reactions". . p. 5401 - 5416. Retrieved 2016/07/13.
• 2、 Ong, Yih Ching,Blair, Victoria L.,Kedzierski, Lukasz,Tuck, Kellie L.,Andrews, Philip C.. "Stability and toxicity of tris-tolyl bismuth(v) dicarboxylates and their biological activity towards Leishmania major". . p. 18215 - 18226. Retrieved 2015/10/28.