86487-19-6

Basic information

• Product Name: Stannane, tributyl[4-(trifluoromethyl)phenyl]-
• Synonyms: 4-(Tri-n-butylstannyl)benzotrifluoride;(4-trifluoromethylphenyl)tributylstannane;4-Trifluoromethyl(tri-n-butylstannyl)benzene;PC4546;tributyl(p-trifluoromethylphenyl)stannane;tributyl[4-(trifluoromethyl)phenyl]tin;Stannane,tributyl[4-(trifluoromethyl)phenyl];(4-trifluoromethylphenyl)-tri-n-butylstannane;tributyl[4-(trifluoromethyl)phenyl]stannane
• CAS NO: 86487-19-6
• Molecular Formula: C19H31F3Sn
• Molecular Weight: 435.16
• Mol File: 86487-19-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 63-64 °C(Press: 0.5 Torr)
• CAS DataBase Reference: Stannane, tributyl[4-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Stannane, tributyl[4-(trifluoromethyl)phenyl]-(86487-19-6)
• EPA Substance Registry System: Stannane, tributyl[4-(trifluoromethyl)phenyl]-(86487-19-6)

Safety Data

• Hazardous Substances Data: 86487-19-6(Hazardous Substances Data)

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 1461-22-9 tributyltin chloride 
• 7342-47-4 tributyltin iodide 
• 1130440-65-1 [4-(trifluoromethyl)phenyl](triphenylphosphine)gold(I) 
• 455-13-0 4-Iodobenzotrifluoride 
• 1067-52-3 tributyltin methoxide 
• 2967-66-0 methyl 4-(trifluoromethyl)benzoate 
• 17955-46-3 trimethylsilyltributyltin 
• 106376-16-3 p-trifluoromethylbenzoic acid phenyl ester 
• 813-19-4 bis(tri-n-butyltin) 
• 455-24-3 4-trifluoromethylbenzoic acid 
• 368-94-5 4-trifluoromethyl-benzoyl fluoride 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 402-44-8 4-Fluorobenzotrifluoride 

Downstream Products

• 136294-99-0 (E)-4-(4-Trifluoromethyl-phenyl)-but-2-enoic acid 
• 3419-73-6 1-phenyl-4-tert-butylcyclohexene 
• 137273-39-3 1-<4-(Trifluoromethyl)phenyl>-4-tert-butylcyclohex-1-ene 
• 37920-25-5 1-(4-butylphenyl)ethanone 
• 142557-76-4 4-acetyl-4'-trifluoromethylbiphenyl 
• 129849-22-5 (6R,7R)-8-Oxo-7-phenylacetylamino-3-(4-trifluoromethyl-benzyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 137273-42-8 1-<4-(Trifluoromethyl)phenyl>-2,6,6-trimethylcyclohex-1-ene 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 220466-27-3 n-butyl trans-4-trifluoromethylcinnamate 
• 345949-36-2 3-chloro-1-(4'-trifluoromethylphenyl)propan-1-one 
• 506421-62-1 2-(4-(trifluoromethyl)phenyl)-quinoline 
• 474097-68-2 (E)-tert-butyl 3-(4-(trifluoromethyl)phenyl)acrylate 
• 873066-26-3 [4-bromo-2-(4-trifluoromethylphenyl)thiazol-5-yl]methanol 
• 873066-29-6 [2-(4-trifluoromethyl-phenyl)-4-vinyl-thiazol-5-yl]-methanol 

Relevant articles and documents

Illuminating Stannylation

We have developed photoboosted stannylation reactions of terminal alkynes (linear-selective hydrostannylation) and fluoroarenes (defluorostannylation), in which the stannyl anion is photoexcited to an excited triplet (T1) stannyl diradical species. This u

Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions

Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of benzoyl fluoride, giving rise to the direct formation of the corresponding cross-coupled products, further demonstrated the synthetic utility of the present method. This newly developed methodology with a good functional-group compatibility via C-F bond cleavage and C-Sn bond formation under nickel catalysis opens a new area for the functionalization of acyl fluorides in terms of carbon-heteroatom bond formation.

Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters

An unprecedented conversion of methyl esters to stannanes was realized, providing access to a series of arylstannanes via nickel catalysis. Various common esters including ethyl, cyclohexyl, benzyl, and phenyl esters can undergo the newly developed decarbonylative stannylation reaction. The reaction shows broad substrate scope, can differentiate between different types of esters, and if applied in consecutive fashion, allows the transformation of methyl esters into aryl fluorides or biaryls via fluororination or arylation.