4-Cyano-2-(trifluoromethyl)benzoic acid

Base Information

• Chemical Name: 4-Cyano-2-(trifluoromethyl)benzoic acid
• CAS No.: 267242-09-1
• Molecular Formula: C9H4F3NO2
• Molecular Weight: 215.131
• DSSTox Substance ID: DTXSID40696921
• Wikidata: Q82626689
• Mol file: 267242-09-1.mol

Synonyms:4-CYANO-2-(TRIFLUOROMETHYL)BENZOIC ACID;267242-09-1;Benzoicacid, 4-cyano-2-(trifluoromethyl)-;4-Cyano-2-(trifluoromethyl)benzoicacid;4-CYANO-2-TRIFLUOROMETHYLBENZOIC ACID;SCHEMBL1417702;DTXSID40696921;CL9180;MFCD11977374;AKOS015999548;DS-17854;A818570;BENZOIC ACID, 4-CYANO-2-(TRIFLUOROMETHYL)-

Chemical Property of 4-Cyano-2-(trifluoromethyl)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 318.909 °C at 760 mmHg
• PKA: 2.57±0.36(Predicted)
• Flash Point: 146.671 °C
• PSA: 61.09000
• Density: 1.504 g/cm³
• LogP: 2.27528
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 215.01941286
• Heavy Atom Count: 15
• Complexity: 304

Purity/Quality:

95% ^*data from raw suppliers

4-Cyano-2-(trifluoromethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)C(F)(F)F)C(=O)O

Technology Process of 4-Cyano-2-(trifluoromethyl)benzoic acid

There total 6 articles about 4-Cyano-2-(trifluoromethyl)benzoic acid 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:

tert-butyl 4-cyano-2-(trifluoromethyl)benzoate (1203952-56-0) → 4-cyano-2-(trifluoromethyl)benzoic acid (267242-09-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 17h; Ice-cooling;

Reference yield:

4-methyl-3-(trifluoromethyl)benzonitrile (261952-06-1) → 4-cyano-2-(trifluoromethyl)benzoic acid (267242-09-1)

Guidance literature:

With hydrogenchloride; potassium dichromate; sodium hydroxide; conc. sulphuric acid; In acetic acid; ethyl acetate;

Reference yield:

4-fluoro-2-trifluoromethylbenzoic acid (141179-72-8) → 4-cyano-2-(trifluoromethyl)benzoic acid (267242-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran; tert-butyl alcohol / 20 °C

2: dimethyl sulfoxide / 9 h / 100 °C

3: trifluoroacetic acid / dichloromethane / 17 h / 20 °C / Ice-cooling

With dmap; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; tert-butyl alcohol;

upstream raw materials:

carbon dioxide

4-bromo-3-(trifluoromethyl)benzonitrile

4-bromo-3-(trifluoromethyl)aniline

4-methyl-3-(trifluoromethyl)benzonitrile

Downstream raw materials:

{6-[4-(tert-Butoxycarbonylamino-imino-methyl)-2-trifluoromethyl-benzoylamino]-1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl}-acetic acid ethyl ester

[6-(4-carbamimidoyl-2-trifluoromethyl-benzoylamino)-1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl]-acetic acid ethyl ester

[6-(4-cyano-2-trifluoromethyl-benzoylamino)-1-oxo-1,2,3,4-tetrahydro-naphthalen-2-yl]-acetic acid ethyl ester

Refernces

• 1、 -. "Antithrombotic compounds". . . Retrieved 2008/06/13.