2-(trifluoromethyl)-1H-pyrrole

Base Information

• Chemical Name: 2-(trifluoromethyl)-1H-pyrrole
• CAS No.: 67095-60-7
• Molecular Formula: C5H4F3N
• Molecular Weight: 135.089
• European Community (EC) Number: 684-709-6
• DSSTox Substance ID: DTXSID40448684
• Nikkaji Number: J955.609E
• Wikidata: Q82267788
• Mol file: 67095-60-7.mol

Synonyms:2-(trifluoromethyl)-1H-pyrrole;67095-60-7;1H-Pyrrole, 2-(trifluoromethyl)-;trifluoromethylpyrrole;2-trifluoromethyl pyrrole;SCHEMBL827830;DTXSID40448684;AKOS005255662;SB13487;2-(TRIFLUOROMETHYL)-1H-PYRROLE97%;EN300-87128

Chemical Property of 2-(trifluoromethyl)-1H-pyrrole

Chemical Property:

• PSA: 15.79000
• LogP: 2.03350
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 135.02958362
• Heavy Atom Count: 9
• Complexity: 98.9

Purity/Quality:

99% ^*data from raw suppliers

2-(trifluoromethyl)-1H-Pyrrole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=C1)C(F)(F)F

Technology Process of 2-(trifluoromethyl)-1H-pyrrole

There total 2 articles about 2-(trifluoromethyl)-1H-pyrrole 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:

pyrrole (109-97-7,30604-81-0) + iodotrifluoromethane (2314-97-8,263005-66-9) → 2-(trifluoromethyl)-1H-pyrrole (67095-60-7) + trifluoromethan (75-46-7)

Guidance literature:

for 144h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1016/S0022-1139(00)80995-1

Reference yield:

pyrrole (109-97-7,30604-81-0) + bis(trifluoromethyl)tellurium (55642-42-7) → 3-trifluoromethyl-1H-pyrrole (71580-26-2) + 2-(trifluoromethyl)-1H-pyrrole (67095-60-7) + trifluoromethan (75-46-7)

Guidance literature:

for 143h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1016/S0022-1139(00)80995-1

Reference yield:

2-(trifluoromethyl)-1H-pyrrole (67095-60-7) → cis-1-(tert-butoxycarbonyl)-5-(trifluoromethyl)pyrrolidine-2-carboxylic acid

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap / dichloromethane / 48 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 4 h / -78 °C / Inert atmosphere

2.2: 18 h / -78 - 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 50 °C / 52505.3 Torr / Autoclave

With dmap; n-butyllithium; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1002/ejoc.202000519

upstream raw materials:

pyrrole

iodotrifluoromethane

bis(trifluoromethyl)tellurium

Refernces