1105579-08-5

Basic information

• Product Name: 2-(pentafluoroethyl)-2,3,4,5-tetrahydropyridine
• Synonyms: 2-(pentafluoroethyl)-2,3,4,5-tetrahydropyridine
• CAS NO: 1105579-08-5
• Molecular Weight: 201.139
• Mol File: 1105579-08-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(pentafluoroethyl)-2,3,4,5-tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(pentafluoroethyl)-2,3,4,5-tetrahydropyridine(1105579-08-5)
• EPA Substance Registry System: 2-(pentafluoroethyl)-2,3,4,5-tetrahydropyridine(1105579-08-5)

Safety Data

• Hazardous Substances Data: 1105579-08-5(Hazardous Substances Data)

Upstream product

• 5693-62-9 2,3,4,5-tetrahydro-6-methoxypyridine 
• 91935-83-0 (Pentafluoroethyl)lithium 
• 354-33-6 1,1,1,2,2-pentafluoroethane 

Downstream Products

• 1146222-85-6 C₁₉H₂₀F₈N₂O₃ 
• 1146222-84-5 C₁₇H₁₆F₈N₂O₂ 
• 6926-50-7 1-benzyl-1H-tetrazole 

Relevant articles and documents

Highly β-regioselective Friedel-Crafts aminoalkylation of pyrroles with cyclic perfluoroalkylated imines

A Friedel-Crafts-type alkylation reaction was studied between various pyrroles and α-polyfluoroalkylated cyclic imines that were activated by Lewis acids. The reaction proceeded under mild conditions and provided a high yielding synthesis of α-CF3-substituted pyrrolidines and piperidines as well as seven-membered analogues that contained a pyrrole ring. The unpredictably high β-selectivity for the aminoalkylation of both 1H-pyrrole and N-substituted pyrrole was observed as a result of a thermodynamically-controlled electrophilic substitution reaction. The computational data are in full agreement with the experimental results, which confirmed the observed regioselectivity as a result of the lower energy of the β-substituted pyrroles that contain α-trifluoromethyl-substituted pyrrolidine, piperidine, and azepane rings. Trifluoromethyl-substituted cyclic imines were activated by various Lewis acids and underwent a reaction with pyrrole derivatives. An unpredictable β-selectivity was observed. The regioselectivity of the aminoalkylation was explained by computation data, which also confirmed the isomerization of the α isomer into the β isomer. Copyright

New method of preparation of C2F5Li and its reactions with cyclic imines and lactims: Synthesis of α-pentafluoroethyl proline

Addition of pentafluoroethyllithium to cyclic imines leads to pentafluoroethyl substituted pyrrolidines, piperidines and azepanes while reaction of cyclic lactims gives rise to 2-pentafluoroethyl imines. Oxidative cleavage of 2-furyl-2-pentafluoroethyl pyrrolidine has been found to be an effective method for the preparation of a racemic α-pentafluoroethyl proline.