5-(4-Trifluoromethyl-phenyl)-3,4-dihydro2H-pyrrole

Base Information

• Chemical Name: 5-(4-Trifluoromethyl-phenyl)-3,4-dihydro2H-pyrrole
• CAS No.: 72216-08-1
• Molecular Formula: C11H10 F3 N
• Molecular Weight: 213.1990096
• DSSTox Substance ID: DTXSID50478937
• Nikkaji Number: J2.769.197H
• Wikidata: Q82312673
• Mol file: 72216-08-1.mol

Synonyms:72216-08-1;5-(4-TRIFLUOROMETHYL-PHENYL)-3,4-DIHYDRO2H-PYRROLE;5-[4-(trifluoromethyl)phenyl]-3,4-dihydro-2H-pyrrole;MFCD09033386;3,4-Dihydro-5-[4-(trifluoromethyl)phenyl]-2H-pyrrole;5-(4-(Trifluoromethyl)phenyl)-3,4-dihydro-2H-pyrrole;SCHEMBL23892004;DTXSID50478937;CQWLAMBVONGCJI-UHFFFAOYSA-N;N,N-DI-O-TOLYL-MALONAMIDE;AKOS015967112;AG-G-84017;SY253345

Chemical Property of 5-(4-Trifluoromethyl-phenyl)-3,4-dihydro2H-pyrrole

Chemical Property:

• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 228.7°C at 760 mmHg
• Flash Point: 92.1°C
• PSA: 12.36000
• Density: 1.24g/cm³
• LogP: 2.72390
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 213.07653381
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

5-(4-TRIFLUOROMETHYL-PHENYL)-3,4-DIHYDRO2H-PYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=NC1)C2=CC=C(C=C2)C(F)(F)F

Technology Process of 5-(4-Trifluoromethyl-phenyl)-3,4-dihydro2H-pyrrole

There total 4 articles about 5-(4-Trifluoromethyl-phenyl)-3,4-dihydro2H-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: 79.0%

1-(1-azidocyclobutyl)-4-(trifluoromethyl)benzene → 2-(4-(trifluoromethyl)phenyl)-1-pyrroline (72216-08-1)

Guidance literature:

In o-xylene; at 160 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.202100329

Reference yield: 34.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + 1-ethenyl-2-pyrrolidinone (88-12-0) → 2-(4-(trifluoromethyl)phenyl)-1-pyrroline (72216-08-1)

Guidance literature:

4-Trifluoromethylbenzaldehyde; 1-ethenyl-2-pyrrolidinone; With sodium hydride; In tetrahydrofuran; for 1h; Heating;

With hydrogenchloride; In tetrahydrofuran;

With hydrogenchloride; for 15h; Heating;

DOI:10.1021/jo050161r

Reference yield:

1-(4-(trifluoromethyl)phenyl)cyclobutan-1-ol (29480-10-2) → 2-(4-(trifluoromethyl)phenyl)-1-pyrroline (72216-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilylazide; iron(III) chloride / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2: o-xylene / 24 h / 160 °C / Inert atmosphere

With iron(III) chloride; trimethylsilylazide; In dichloromethane; o-xylene;

DOI:10.1002/adsc.202100329

upstream raw materials:

4-Trifluoromethylbenzaldehyde

1-ethenyl-2-pyrrolidinone

1-(4-(trifluoromethyl)phenyl)cyclobutan-1-ol

p-trifluoromethylphenyl bromide

Downstream raw materials:

C₁₅H₁₂⁽²⁾H₄F₃N

C₁₅H₁₂⁽²⁾H₄F₃N

2-Methylene-7a-(4-trifluoromethyl-phenyl)-hexahydro-pyrrolizine

2-[4-(trifluoromethyl)phenyl]pyrrolidine

Refernces

• 1、 Rogers, Claude J.,Dickerson, Tobin J.,Brogan, Andrew P.,Janda, Kim D.. "Hammett correlation of nornicotine analogues in the aqueous aldol reaction: Implications for green organocatalysis". . p. 3705 - 3708. Retrieved 2007/10/03.