16894-69-2

Basic information

• Product Name: TETRAPHENYLANTIMONY BROMIDE
• Synonyms: TETRAPHENYLSTIBONIUM BROMIDE;TETRAPHENYLANTIMONY BROMIDE;TETRAPHENYLANTIMONY(V) BROMIDE;BROMOTETRAPHENYLANTIMONY;ANTIMONY TETRAPHENYL BROMIDE;TetraphenylantiMony broMide 1GR;Bromotetraphenylantimony Tetraphenylstibonium Bromide;NSC 129511
• CAS NO: 16894-69-2
• Molecular Formula: C₂₄H₂₀BrSb
• Molecular Weight: 510.08
• Product Categories: Classes of Metal Compounds;Sb (Antimony) Compounds;Semimetal Compounds
• Mol File: 16894-69-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 204 °C (dec.)(lit.)
• Appearance: white crystaline powder
• Storage Temp.: Refrigerator
• CAS DataBase Reference: TETRAPHENYLANTIMONY BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAPHENYLANTIMONY BROMIDE(16894-69-2)
• EPA Substance Registry System: TETRAPHENYLANTIMONY BROMIDE(16894-69-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 20/22-51/53
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• Hazardous Substances Data: 16894-69-2(Hazardous Substances Data)

Usage

Chemical Properties

white crystaline powder

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

InChI:InChI=1/4C6H5.Sb/c4*1-2-4-6-5-3-1;/h4*1-5H;/rC24H20Sb/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H

Upstream product

• 108-86-1 bromobenzene 
• 603-36-1 triphenylantimony 
• 2170-05-0 pentaphenylantimony 
• 996-08-7 dibutyltin dibromide 
• 2170-05-0 pentaphenylantimony 
• 21655-08-3 bromo-silane 
• 20265-30-9 triphenylantimony dibromide 
• 594-31-0 triphenylantimony dichloride 
• 100-58-3 phenylmagnesium bromide 
• 106-95-6 allyl bromide 
• 4392-24-9 Cinnamyl bromide 
• 86529-78-4 tetraphenylstibonium succinimide 
• 7789-33-5 iodine(I) bromide 
• 62170-61-0 diphenylantimony tribromide 

Downstream Products

• 2170-05-0 pentaphenylantimony 
• 120643-15-4 tetraphenylantimonium tetraphenylborate 
• 104316-49-6 tetraphenylantimonium trifluoromethanesulfonate 
• 97557-49-8 tetraphenylstibonium salt of trinitromethane 
• 97557-50-1 tetraphenylstibonium salt of 1,1-dinitroethane 
• 86529-78-4 tetraphenylstibonium succinimide 
• 87733-01-5 tetraphenylstibonium monobromoselenate(IV) 
• 86271-99-0 Ph₄Sb⁽¹⁺⁾ tribromoselenate(IV) 
• 91854-95-4 tetraphenylstibonium phthalimide 
• 91855-01-5 tetraphenylstibonium succinimide 
• 167033-82-1 (C₆H₅)4Sb((CH₃)2NC(O)C(CN)NO) 
• 167033-81-0 tetraphenylstibium carbamoylcyanoximate 
• 238096-80-5 [Re2(μ-Br)(μ-PCy2)(CO)7(eq-SbPh3)] 
• 264618-88-4 [(C₆H₅)4Sb(ONC(CN)2)] 

Relevant articles and documents

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Phenylation of Organic Derivatives of Mercury, Silicon, Tin, and Bismuth with Pentaphenylantimony and Pentaphenylphosphorus

Pentaphenylantimony and -phosphorus react with arylmercury chlorides in toluene at room temperature to give diaryl derivatives of mercury in yields of up to 95%. The reactions of pentaphenylantimony and -phosphorus with silicon and tin halides involve ary

Catalytic C-phenylation of methyl acrylate with tetraphenylantimony(v) halides and carboxylates

Catalytic C-phenylation of methyl acrylate to methyl cinnamate with the Ph4SbX complexes (X = F, Cl, Br, OH, OAc, O2CEt) in the presence of the palladium compounds PdCl2, Pd(OAc)2, Pd2(dba)3, Pd(Ph3P)2Cl2, and Pd(dppf)Cl2 (dba is dibenzylideneacetone and dppf is bis(diphenylphosphinoferrocene)) was studied in organic solvents (MeCN, THF, DMF, MeOH, and AcOH). The highest yield of methyl cinnamate (73% based on the starting organometallic compound) was obtained for the Ph4SbCl- PdCl2 (1:0.04) system in acetonitrile.