1-[3-(Trifluoromethyl)phenyl]pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-[3-(Trifluoromethyl)phenyl]pyrrolidine-2,5-dione
• CAS No.: 15386-94-4
• Molecular Formula: C11H8F3NO2
• Molecular Weight: 243.1819
• European Community (EC) Number: 668-634-6
• DSSTox Substance ID: DTXSID00165466
• Nikkaji Number: J995.316G
• Wikidata: Q83034674
• Mol file: 15386-94-4.mol

Synonyms:15386-94-4;1-[3-(trifluoromethyl)phenyl]pyrrolidine-2,5-dione;2-(m-Trifluoromethylphenyl)succinimide;N-(3-TRIFLUOROMETHYLPHENYL)SUCCINIMIDE;3-(3-Trifluoromethylphenyl)-2,5-pyrrolidinedione;1-(3-(Trifluoromethyl)phenyl)pyrrolidine-2,5-dione;2,5-Pyrrolidinedione, 3-(3-trifluoromethylphenyl)-;2,5-Pyrrolidinedione, 3-(3-trifluoromethylphenyl)-(9CI);C11H8F3NO;Succinimide, 2-(alpha,alpha,alpha-trifluoro-m-tolyl)-;2,5-Pyrrolidinedione, 3-(3-trifluoromethylphenyl)- (9CI);N-(3-(Trifluoromethyl)phenyl)succinimide;N-[3-(Trifluoromethyl)phenyl]succinimide;DTXSID00165466;STK027642;AKOS000661669;LS-147648;SR-01000314200;SR-01000314200-1

Chemical Property of 1-[3-(Trifluoromethyl)phenyl]pyrrolidine-2,5-dione

Chemical Property:

• Vapor Pressure: 9.8E-07mmHg at 25°C
• Boiling Point: 403.9°C at 760 mmHg
• Flash Point: 198.1°C
• PSA: 37.38000
• Density: 1.426g/cm³
• LogP: 2.42380
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 243.05071298
• Heavy Atom Count: 17
• Complexity: 324

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(3-TRIFLUOROMETHYLPHENYL)SUCCINIMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)C2=CC=CC(=C2)C(F)(F)F

Technology Process of 1-[3-(Trifluoromethyl)phenyl]pyrrolidine-2,5-dione

There total 4 articles about 1-[3-(Trifluoromethyl)phenyl]pyrrolidine-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: 65.0%

Succinimide (123-56-8,89963-74-6) + (meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) → 1-(3-Trifluormethyl-phenyl)-2,5-dioxo-pyrrolidin (15386-94-4)

Guidance literature:

With copper diacetate; triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(98)01735-3

Reference yield:

3-(trifluoromethyl)phenyllithium (368-49-0) → 1-(3-Trifluormethyl-phenyl)-2,5-dioxo-pyrrolidin (15386-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trimethyl borate; 2.) H(+)

2: 65 percent / cupric acetate, triethylamine / CH₂Cl₂ / Ambient temperature

With Trimethyl borate; copper diacetate; hydrogen cation; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(98)01735-3

Reference yield:

succinic acid anhydride (108-30-5) + 3-trifluoromethylaniline (98-16-8) → 1-(3-Trifluormethyl-phenyl)-2,5-dioxo-pyrrolidin (15386-94-4)

Guidance literature:

With sodium acetate; acetic anhydride; at 80 ℃; for 2h;

DOI:10.1016/j.bmc.2008.07.044

upstream raw materials:

Succinimide

(meta-(trifluoromethyl)phenyl)boronic acid

3-(trifluoromethyl)phenyllithium

succinic acid anhydride

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