109541-76-6

Upstream product

• 121882-75-5 (p-CF₃C₆H₄)3BiCl₂ 
• 70091-67-7 lithium 1,1,1,3,3,3-hexafluoro-2-(2-lithiophenyl)-2-propoxide 
• 7440-69-9 bismuth 
• 455-13-0 4-Iodobenzotrifluoride 

Downstream Products

• 658711-11-6 (S)-3-(4-(trifluoromethyl)phenyl)cyclohexanone 
• 610273-87-5 (R)-3-(4-(trifluoromethyl)phenyl)cyclohexanone 
• 28719-54-2 triphenylbismuth dichloride 
• 121882-75-5 tris(4-trifluoromethylphenyl)bismuth dichloride 
• 1258973-71-5 tris-(4-trifluormethylbiphenyl)amine 
• 53451-90-4 phenyl 4-trifluoromethylphenyl sulfide 
• 66548-88-7 3-chloro-6-(α,α,α-trifluoro-p-tolyl)pyridazine 
• 1516881-28-9 (4-(trifluoromethyl)phenyl) ethylphenyl phosphine oxide 
• 370-99-0 4-trifluoromethyldiphenylethyne 
• 365426-93-3 4'-(trifluoromethyl)-[1,1'-biphenyl]-3-ol 
• 57204-86-1 1,2-bis(4-trifluoromethylphenyl)diselane 
• 134384-31-9 2-(4-trifluoromethylphenyl)benzothiazole 

Relevant academic research and scientific papers

A novel dry route to ortho-functionalized triarylbismuthanes that are difficult to access by conventional wet routes

When an aryl iodide bearing an electron-withdrawing group at the ortho position was milled together with bismuth shots and calcite grains in the presence of Cu powder and CuI using a laboratory ball mill, the corresponding orthofunctionalized triarylbismuthane was obtained in moderate to good yield.

Synthesis, halogenolysis, and crystal structure of hypervalent organobismuth compounds (10-Bi-5)

The stable 10-Bi-5 compounds (o-C6H4C(CF3)2O)BiAr2R (3, (Ar, R): 3a, p-CH3C6H4,p-CH3C6H 4; 3b, p-CF3C6H4, p-CF3C6H4; 3c, p-FC6H4, p-FC6H4; 3d, p-CH3C6H4, p-CF3C6H4; 3e, p-CF3C6H4, p-CH3C6H4; 3f, p-CH3C6H4, PhC≡C; 3g, p-CH3C6H4, Me) were synthesized. The X-ray structures of 3a,f,g showed distorted-trigonal-bipyramidal geometries, and the electronegative apical PhC≡C ligand of 3f made the apical Bi-O bond (2.243(3) ?) shorter than the Bi-O bond of 3a,g (2.323(4) ? in 3a and 2.328(7) ? in 3g). Halogenolysis of 3 with sulfuryl chloride or pyridinium bromide perbromide gave the five-coordinate bismuth compounds (o-C6H4C(CF3)2O)BiAr 1-Ar2X(6 (Ar1,Ar2,X): 6a, p-CH3C6H4, p-CH3C6H4, Cl; 6b, p-CF3C6H4, p-CF3C6H4, Cl; 6c, p-FC6H4, p-FC6H4, Cl; 6d, p-CH3C6H4, p-CH3C6H4, Br; 6e, p-CH3C6H4, p-CF3C6H4, Cl; 6f, p-CH3C6H4, p-CF3C6H4, Br) in good to quantitative yield with apical covalent Bi-halogen bonds which were clearly shown by the X-ray analysis of 6a,b,d,e. The reactivity order of 3 for the halogenolysis was as follows: PhC≡C-Bi> Me-Bi> p-CH3C6H4-Bi> p-CF3C6H4-Bi. Direct halogenolysis of the bismuth-carbon bond was suggested. The variable-temperature 19F NMR of unsymmetrically substituted 6e,f did not show coalescence of the CF3 groups up to 170°C in a dilute solution of toluene-d8, and the energies of inversion at the bismuth atom should be higher than 21 kcal mol-1 at 170°C.