5-(Trifluoromethyl)isobenzofuran-1,3-dione

Base Information

• Chemical Name: 5-(Trifluoromethyl)isobenzofuran-1,3-dione
• CAS No.: 26238-14-2
• Molecular Formula: C9H3F3O3
• Molecular Weight: 216.116
• DSSTox Substance ID: DTXSID00507903
• Nikkaji Number: J2.798.082A
• Wikidata: Q82364464
• Mol file: 26238-14-2.mol

Synonyms:5-(trifluoromethyl)isobenzofuran-1,3-dione;26238-14-2;5-(Trifluoromethyl)-2-benzofuran-1,3-dione;1,3-Isobenzofurandione, 5-(trifluoromethyl)-;MFCD19688656;5-(trifluoromethyl)isobenzo[b]furan-1,3-dione;C9H3F3O3;SCHEMBL1498509;DTXSID00507903;4-trifluoromethylphthalic anhydride;4-trifluoromethyl-phthalic anhydride;BBA23814;AKOS016015963;MS-20593;SY343127;5-trifluoromethyl-isobenzofuran-1,3-dione;CS-0312160;5-(trifluoromethyl)-2-benzofuran-1, 3-dione;D82652;J-516449

Chemical Property of 5-(Trifluoromethyl)isobenzofuran-1,3-dione

Chemical Property:

• Boiling Point: 295.4±40.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.588±0.06 g/cm3(Predicted)
• LogP: 2.01600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 216.00342844
• Heavy Atom Count: 15
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

5-(Trifluoromethyl)isobenzofuran-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(F)(F)F)C(=O)OC2=O

Technology Process of 5-(Trifluoromethyl)isobenzofuran-1,3-dione

There total 3 articles about 5-(Trifluoromethyl)isobenzofuran-1,3-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: 95.0%

4-(trifluoromethyl)phthalic acid (835-58-5) → 5-trifluoromethylbenzofuran-1,3-dione (26238-14-2)

Guidance literature:

With acetyl chloride; for 16h; Reflux;

DOI:10.1021/cm201665g

Reference yield:

1,2-dimethyl-4-(trifluoromethyl)benzene (78164-31-5) → 5-trifluoromethylbenzofuran-1,3-dione (26238-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CrO₃, H₂SO₄ conc. / acetic acid / 4 h / 15 - 40 °C

2: 92 percent / acetic anhydride / 2 h / Heating

With chromium(VI) oxide; sulfuric acid; In acetic anhydride; acetic acid;

Reference yield:

→ 5-trifluoromethylbenzofuran-1,3-dione (26238-14-2)

Guidance literature:

4-Trifluormethyl-phthalsaeure, sd. Acetanhydrid;

DOI:10.1021/jm00295a045

upstream raw materials:

4-(trifluoromethyl)phthalic acid

1,2-dimethyl-4-(trifluoromethyl)benzene

Downstream raw materials:

N-(4-nitro-o-tolyl)-4-trifluoromethylphthalimide

N-(4-amino-o-tolyl)-4-trifluoromethylphthalimide

N-(6-methoxypyridin-2-yl)-5-trifluoromethylphthalamic acid

C₁₅H₁₁F₃N₂O₃

Refernces

• 1、 -. "COMPOUNDS, COMPOSITIONS AND METHODS". Paragraph 0358. . Retrieved 2022/02/28.
• 2、 Beck, Daniel E.,Abdelmalak, Monica,Lv, Wei,Reddy, P. V. Narasimha,Tender, Gabrielle S.,O'Neill, Elizaveta,Agama, Keli,Marchand, Christophe,Pommier, Yves,Cushman, Mark. "Discovery of potent indenoisoquinoline topoisomerase i poisons lacking the 3-nitro toxicophore". . p. 3997 - 4015. Retrieved 2015/05/27.