Tetraphenylstibonium bromide

Base Information

• Chemical Name: Tetraphenylstibonium bromide
• CAS No.: 16894-69-2
• Molecular Formula: C24H20BrSb
• Molecular Weight: 510.077
• Hs Code.: 29310099
• NSC Number: 129511
• Mol file: 16894-69-2.mol

Synonyms:Tetraphenylstibonium bromide;tetraphenylstibanium;bromide;Stibonium, tetraphenyl-, bromide (1:1);Stibonium, bromide;Tetraphenylantimony(V)bromide;SCHEMBL624578;NSC129511;AKOS025394445;NSC-129511

Chemical Property of Tetraphenylstibonium bromide

Chemical Property:

• Appearance/Colour: white crystaline powder
• Melting Point: 204 °C (dec.)(lit.)
• PSA: 0.00000
• LogP: 2.95120
• Storage Temp.: Refrigerator
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 507.97865
• Heavy Atom Count: 26
• Complexity: 301

Purity/Quality:

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

Tetraphenylantimony(V) bromide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 20/22-51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Sb+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Uses: Catalyst for:Chemo- and stereoselective addition of tin enolate to alpha-halo ketoneSelective reagent for synthesis of silyl enol ethers from cyclic ketonesPreparation of cyclic carbonatesReactant for synthesis of tetraphenylantimony complexes of pyridine N-oxides

Technology Process of Tetraphenylstibonium bromide

There total 19 articles about Tetraphenylstibonium bromide 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: 99.0%

pentaphenylantimony (2170-05-0) + triphenylantimony dibromide (20265-30-9) → tetraphenylstibonium bromide (16894-69-2,21450-52-2)

Guidance literature:

In toluene; evacuated glass tubes, 90-100°C, 2 h, cooling; product formed on ampule walls;

Reference yield: 90.0%

diphenylantimony tribromide (62170-61-0) + pentaphenylantimony (2170-05-0) → tetraphenylantimony(V) bromide (16894-69-2) + triphenylantimony dibromide (20265-30-9)

Guidance literature:

With HCl; In ethanol; toluene; mixt. of SbPh5 and of SbPh2Br3 in toluene was allowed to stand at 100°C for 1 h; solvent evapd. and Ph4SbBr recrystd. from water; residueinsol. in water dissolved in hot EtOH/HCl; after cooling Ph3SbBr2 was o btained;

DOI:10.1023/A:1022377815791

Reference yield: 90.0%

diphenylantimony tribromide (62170-61-0) + pentaphenylantimony (2170-05-0) → tetraphenylantimony(V) bromide (16894-69-2)

Guidance literature:

In toluene; mixt. of SbPh5 and of SbPh2Br3 in toluene was allowed to stand at 100°C for 1 h; solvent evapd.; residue recrystd. from water;

DOI:10.1023/A:1022377815791

upstream raw materials:

bromobenzene

triphenylantimony

pentaphenylantimony

dibutyltin dibromide

Downstream raw materials:

Methyl cinnamate

tetraphenylstibonium salt of 1,1-dinitroethane

tetraphenylstibonium phthalimide

[(C₆H₅)4Sb(ONC(CN)2)]

Refernces

• 1、 Chalmers, Brian A.,Bühl, Michael,Athukorala Arachchige, Kasun S.,Slawin, Alexandra M. Z.,Kilian, Petr. "Structural, spectroscopic and computational examination of the dative interaction in constrained phosphine-stibines and phosphine-stiboranes". supporting information. p. 7520 - 7531. Retrieved 2015/05/13.
• 2、 Sharutin,Sharutina,Pakusina,Platonova,Zadachina,Gerasimenko. "Phenylation of Antimony(V) Organic Compounds with Pentaphenylantimony. The Structure of Tetraphenylantimony Chloride". . p. 89 - 92. Retrieved 2008/10/08.