1-(3-(Trifluoromethyl)phenyl)-1h-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(3-(Trifluoromethyl)phenyl)-1h-pyrrole-2,5-dione
• CAS No.: 53629-19-9
• Molecular Formula: C11H6 F3 N O2
• Molecular Weight: 241.169
• Hs Code.: 2925190090
• European Community (EC) Number: 673-497-0
• DSSTox Substance ID: DTXSID30351754
• Nikkaji Number: J818.947A
• Wikidata: Q82128428
• Mol file: 53629-19-9.mol

Synonyms:53629-19-9;1-(3-(trifluoromethyl)phenyl)-1h-pyrrole-2,5-dione;1-[3-(trifluoromethyl)phenyl]-1H-pyrrole-2,5-dione;1-[3-(trifluoromethyl)phenyl]pyrrole-2,5-dione;1-(3-Trifluoromethyl-phenyl)-pyrrole-2,5-dione;1-[3-(trifluoromethyl)phenyl]-2,5-dihydro-1h-pyrrole-2,5-dione;SCHEMBL3180022;1H-Pyrrole-2,5-dione, 1-[3-(trifluoromethyl)phenyl]-;DTXSID30351754;DQGGHYHHYCKIMR-UHFFFAOYSA-N;n-(3-trifluoromethyl)phenylmaleimide;MFCD00439448;STK397480;AKOS000116632;BB 0218883;CS-0307647;FT-0605576;EN300-03992;4G-906;A829693;J-503071;Z56896240;F0143-0003

Chemical Property of 1-(3-(Trifluoromethyl)phenyl)-1h-pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 0.000447mmHg at 25°C
• Melting Point: 62-65°
• Boiling Point: 315.1°C at 760 mmHg
• PKA: -2.18±0.20(Predicted)
• Flash Point: 144.4°C
• PSA: 37.38000
• Density: 1.472g/cm³
• LogP: 2.19980
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 241.03506292
• Heavy Atom Count: 17
• Complexity: 357

Purity/Quality:

98%min ^*data from raw suppliers

1-[3-(Rrifluoromethyl)phenyl]-1H-pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N2C(=O)C=CC2=O)C(F)(F)F

Technology Process of 1-(3-(Trifluoromethyl)phenyl)-1h-pyrrole-2,5-dione

There total 2 articles about 1-(3-(Trifluoromethyl)phenyl)-1h-pyrrole-2,5-dione 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: 97.0%

maleic anhydride (108-31-6) + 3-trifluoromethylaniline (98-16-8) → 1-(3'-trifluoromethylphenyl)-2,5-dihydro-pyrrole-2,5-dione (53629-19-9)

Guidance literature:

maleic anhydride; 3-trifluoromethylaniline; With sodium acetate; acetic anhydride; at 20 ℃; for 1h;

at 80 - 85 ℃; for 4h;

DOI:10.1016/j.molstruc.2015.03.008

Reference yield:

→ 1-(3'-trifluoromethylphenyl)-2,5-dihydro-pyrrole-2,5-dione (53629-19-9)

Guidance literature:

aus 3-CF3-C6H4-NH-CO-CH=CH-COOH;

Reference yield: 98.0%

1-(3'-trifluoromethylphenyl)-2,5-dihydro-pyrrole-2,5-dione (53629-19-9) + acetone (67-64-1) → (S)-3-(2-oxopropyl)-1-(3-(trifluoromethyl)phenyl)pyrrolidine-2,5-dione (1233703-79-1)

Guidance literature:

With N-((1R,2R)-2-amino-1,2-diphenylethyl)-2,6-dichlorobenzenesulfonamide; benzoic acid; In toluene; at 20 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/c0cc00774a

upstream raw materials:

maleic anhydride

3-trifluoromethylaniline

Downstream raw materials:

(3aα,4α,7α,7aα)-3a,4,7,7a-Tetrahydro-4,7-dimethyl-2-[3-(trifluoromethyl)phenyl]-4,7-epoxy-1H-isoindole-1,3(2H)-dione

(S)-3-(2-oxopropyl)-1-(3-(trifluoromethyl)phenyl)pyrrolidine-2,5-dione

3-(dimethylamino)-1-(3-(trifluoromethyl)phenyl)-1H-pyrrole-2,5-dione

4-(dimethylamino)-1-(3-(trifluoromethyl)phenyl)-2,5-dihydro-2,5-dioxo-1H-pyrrole-3-carbaldehyde

Refernces

• 1、 Patil, Nilesh S.,Deshmukh, Ganesh B.,Patil, Sambhaji V.,Bholay, Avinash D.,Gaikwad, Nitin D.. "Synthesis and biological evaluation of novel N-aryl maleimide derivatives clubbed with α-hydroxyphosphonates". . p. 490 - 497. Retrieved 2014/07/21.