BIS(ACETATO-O)TRIPHENYLBISMUTH

Base Information

• Chemical Name: BIS(ACETATO-O)TRIPHENYLBISMUTH
• CAS No.: 7239-60-3
• Molecular Formula: C₂₂H₂₁BiO₄
• Molecular Weight: 558.387
• Hs Code.: 29319090
• Mol file: 7239-60-3.mol

Synonyms:Bismuth,bis(acetato)triphenyl- (8CI);Bismuth, bis(acetato-O)triphenyl-;Bismuth,diacetoxytriphenyl- (7CI);Diacetatotriphenylbismuth;Diacetoxytriphenylbismuth;Triphenylbismuth diacetate;

Chemical Property of BIS(ACETATO-O)TRIPHENYLBISMUTH

Chemical Property:

• Appearance/Colour: Off-white powder
• Melting Point: ~170 °C (dec.)(lit.)
• Boiling Point: 528.3oC at 760mmHg
• Flash Point: 273.3oC
• PSA: 52.60000
• LogP: 4.48800
• Storage Temp.: Refrigerator
• Solubility.: very faint turbidity in hot Toluene

Purity/Quality:

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

Triphenylbismuth Diacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of BIS(ACETATO-O)TRIPHENYLBISMUTH

There total 21 articles about BIS(ACETATO-O)TRIPHENYLBISMUTH 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: 100.0%

triphenylbismuthane (603-33-8) → triphenylbismuth(V) diacetate (28899-97-0,7239-60-3)

Guidance literature:

With tert.-butylhydroperoxide; acetic acid; In diethyl ether; byproducts: (CH3)3COH, H2O; molar ratio Bi(C6H5)3:(CH3)3COOH:CH3COOH = 1:1:2; stirred at room temp.for one day; liquid distd. off at a reduced pressure, product recrystd. from ethyl acetate, elem. anal.;

Reference yield: 96.0%

triphenylbismuthane (603-33-8) → triphenylbismuth diformate (153289-73-7) + triphenylbismuth(V) diacetate (28899-97-0,7239-60-3)

Guidance literature:

With ozone; toluene; In toluene; ozonized oxygen passed into toluene for 1 h at -78°C: green soln.; BiPh3 in toluene added: yellow suspn.; warmed to ambient temp. while being flushed with Ar: yellow soln.; react. mechanism discussed; evapn. under reduced pressure; recrystn. of residue (contg. also the diacetate) from benzene/hexane gave crystals of the pure diformate; elem. anal.;

Reference yield: 94.0%

triphenylbismuthane (603-33-8) + acetic acid (64-19-7,77671-22-8) → triphenylbismuth(V) diacetate (28899-97-0,7239-60-3)

Guidance literature:

With tert.-butylhydroperoxide; In diethyl ether; byproducts: t-BuOH, H2O; t-BuOOH (5 mmol) was added dropwise to a stirred cold (5-10°C) soln. of Ph3Bi (5 mmol) and carboxylic acid (10 mmol) in Et2O; the mixt. was kept in the dark for 24 h at room temp.; the solvent was distd. off under reduced pressure; purifn. by recrystn. (CHCl3/hexane);

DOI:10.1016/j.jorganchem.2005.04.051

upstream raw materials:

peracetic acid

triphenylbismuthane

acetic acid

triphenylbismuth bis(2,5-dimethylbenzenesulfonate)

Downstream raw materials:

(2R,3R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2-phenoxy-hexadecahydro-cyclopenta[a]phenanthren-3-ol

(2R,3R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-3-phenoxy-hexadecahydro-cyclopenta[a]phenanthren-2-ol

trans-4-tert-Butyl-cis-2-phenoxycyclohexan-1-ol

trans-5-tert-Butyl-cis-2-phenoxycyclohexan-1-ol

Refernces

• 1、 Goswami, Manibarsha,Ashley, Daniel C.,Baik, Mu-Hyun,Pohl, Nicola L. B.. "Mechanistic Studies of Bismuth(V)-Mediated Thioglycoside Activation Reveal Differential Reactivity of Anomers". . p. 5949 - 5962. Retrieved 2016/07/23.
• 2、 Goswami, Manibarsha,Ellern, Arkady,Pohl, Nicola L. B.. "Bismuth(V)-mediated thioglycoside activation". supporting information. p. 8441 - 8445. Retrieved 2013/09/02.