3-nitro-4-(trifluoromethyl)benzoic Acid

Base Information

• Chemical Name: 3-nitro-4-(trifluoromethyl)benzoic Acid
• CAS No.: 116965-16-3
• Molecular Formula: C8H4F3NO4
• Molecular Weight: 235.119
• Hs Code.: 2916399090
• European Community (EC) Number: 630-239-1
• DSSTox Substance ID: DTXSID70381232
• Wikidata: Q72496389
• Mol file: 116965-16-3.mol

Synonyms:3-nitro-4-(trifluoromethyl)benzoic Acid;116965-16-3;3-Nitro-4-trifluoromethylbenzoic acid;MFCD00274359;4-(Trifluoromethyl)-3-nitrobenzoic acid;SCHEMBL1265098;4-Carboxy-2-nitrobenzotrifluorid;DTXSID70381232;CK1070;AKOS005259562;3-Nitro-4-(trifluoromethyl)benzoicacid;3-Nitro-4-trifluoromethyl benzoic acid;CS-W023079;5-Carboxy-2-(trifluoromethyl)nitrobenzene;AC-24994;AM808189;AS-18837;SY024755;Benzoic acid, 3-nitro-4-(trifluoromethyl)-;FT-0616218;A20442;EN300-141422;W-200904;Z1712737241

Chemical Property of 3-nitro-4-(trifluoromethyl)benzoic Acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 104mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: 1.432
• Boiling Point: 330.003 °C at 760 mmHg
• PKA: 3.03±0.10(Predicted)
• Flash Point: 153.381 °C
• PSA: 83.12000
• Density: 1.596 g/cm³
• LogP: 2.83500
• Storage Temp.: 2-8°C
• Solubility.: Acetone (Slightly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 235.00924210
• Heavy Atom Count: 16
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

3-Nitro-4-trifluoromethylbenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)[N+](=O)[O-])C(F)(F)F
• Uses: 3-Nitro-4-trifluoromethylbenzoic Acid is useful intermediate for the preparation of trifluoromethylated (benzoxazolyl)actinocins.

Technology Process of 3-nitro-4-(trifluoromethyl)benzoic Acid

There total 4 articles about 3-nitro-4-(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: 25.0%

4-trifluoromethylbenzoic acid (455-24-3) → 2-nitro-4-trifluoromethylbenzoic acid (320-94-5) + 3-nitro-4-(trifluoromethyl)benzoic acid (116965-16-3)

Guidance literature:

With nitric acid; for 1h; Heating;

Reference yield:

4-methyl-2-nitro-1-(trifluoromethyl)benzene (154057-13-3) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 3-nitro-4-(trifluoromethyl)benzoic acid (116965-16-3)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; sulfuric acid; tetrabutylammomium bromide; ruthenium (III) chloride hydrate; In NaHCO₃ (aqueous);

Reference yield:

4-CF3C6H4CN (455-18-5) → 2-nitro-4-trifluoromethylbenzoic acid (320-94-5) + 3-nitro-4-(trifluoromethyl)benzoic acid (116965-16-3)

Guidance literature:

With sulfuric acid; nitric acid; at 70 ℃; for 3h; Temperature; Overall yield = 94.6 %; Overall yield = 6.5 g;

upstream raw materials:

4-trifluoromethylbenzoic acid

4-methyl-2-nitro-1-(trifluoromethyl)benzene

1,2-dichloro-ethane

4-CF₃C₆H₄CN

Downstream raw materials:

2-nitrobenzotrifluoride

3-iodo-4-(trifluoromethyl)benzoic acid

3-cyano-4-trifluoromethylbenzoic acid

methyl 2-(3-nitro-4-(trifluoromethyl)phenyl)acetate

Refernces

• 1、 Carroll, William A.,Altenbach, Robert J.,Bai, Hao,Brioni, Jorge D.,Brune, Michael E.,Buckner, Steven A.,Cassidy, Christopher,Chen, Yiyuan,Coghlan, Michael J.,Daza, Anthony V.,Drizin, Irene,Fey, Thomas A.,Fitzgerald, Michael,Gopalakrishnan, Murali,Gregg, Robert J.,Henry, Rodger F.,Holladay, Mark W.,King, Linda L.,Kort, Michael E.,Kym, Philip R.,Milicic, Ivan,Tang, Rui,Turner, Sean C.,Whiteaker, Kristi L.,Yi, Lin,Zhang, Henry,Sullivan, James P.. "Synthesis and structure-activity relationships of a novel series of 2,3,5,6,7,9-hexahydrothieno[3,2-b]quinoline-8(4H)-one 1,1-dioxide K ATP channel openers: Discovery of (-)-(9S)-9-(3-bromo-4-fluorophenyl)-2,3,5,6,7,9-hexahydrothieno[3,2-b] quinolin-8(4H)-one 1,1-dioxide (A-278637), a potent KATP opener that selectively inhibits spontaneous bladder contractions". . p. 3163 - 3179. Retrieved 2007/10/03.
• 2、 Giencke, Astrid,Lackner, Helmut. "Demethyl(trifluoromethyl)actinomycins". . p. 569 - 579. Retrieved 2007/10/02.