4-Nitro-3-(trifluoromethyl)phenol

Base Information

• Chemical Name: 4-Nitro-3-(trifluoromethyl)phenol
• CAS No.: 88-30-2
• Molecular Formula: C7H4 F3 N O3
• Molecular Weight: 207.109
• Hs Code.: 29089990
• European Community (EC) Number: 201-818-2
• NSC Number: 59758
• UNII: 96W52A3IFS
• DSSTox Substance ID: DTXSID7021788
• Nikkaji Number: J4.292G
• Wikipedia: TFM_(piscicide)
• Wikidata: Q10860679
• ChEMBL ID: CHEMBL1878174
• Mol file: 88-30-2.mol

Synonyms:3-trifluoromethyl-4-nitrophenol;alpha,alpha,alpha-trifluoro-4-nitro-m-cresol;TFM (3-trifluoromethyl-4-nitrophenol)

Chemical Property of 4-Nitro-3-(trifluoromethyl)phenol

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.000398mmHg at 25°C
• Melting Point: 76-79 °C(lit.)
• Boiling Point: 135-138 °C0.01 mm Hg(lit.)
• PKA: 6.07(at 25℃)
• Flash Point: 135-138°C/0.01mm
• PSA: 66.05000
• Density: 1.554g/cm3
• LogP: 2.84240
• Solubility.: soluble in Methanol
• Water Solubility.: 15.05g/L at 20℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 207.01432748
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99.9% ^*data from raw suppliers

4-Nitro-3-(trifluoromethyl)phenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Other Insecticides
• Canonical SMILES: C1=CC(=C(C=C1O)C(F)(F)F)[N+](=O)[O-]
• Recent ClinicalTrials: Efficacy and Safety of TMF in the Treatment of CHB Patients With Low-level Viraemia
• Uses: Lamprey killer. 4-Nitro-3-(trifluoromethyl)phenol is used in preparation of Bicyclic Heteroaryl substituted compounds as PAR4 inhibitors.

Technology Process of 4-Nitro-3-(trifluoromethyl)phenol

There total 7 articles about 4-Nitro-3-(trifluoromethyl)phenol 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: 88.0%

2-nitrobenzotrifluoride (384-22-5) → 2-nitro-3-(trifluoromethyl)phenol (386-72-1) + 3-trifluoromethyl-4-nitrophenol (88-30-2)

Guidance literature:

With tert.-butylhydroperoxide; potassium tert-butylate; In ammonia; at -33 ℃;

DOI:10.1021/jo970726m

Reference yield: 80.1%

5-chloro-2-nitrotrifluoromethylbenzene (118-83-2) → 3-trifluoromethyl-4-nitrophenol (88-30-2)

Guidance literature:

5-chloro-2-nitrotrifluoromethylbenzene; at 100 ℃; for 12h;

With hydrogenchloride; In water; Temperature; Time;

Reference yield: 69.0%

3-Trifluoromethylphenol (98-17-9) → 3-trifluoromethyl-4-nitrophenol (88-30-2)

Guidance literature:

With copper(II) nitrate trihydrate; In tetrahydrofuran; for 2h; regioselective reaction; Reflux;

DOI:10.3998/ark.5550190.p008.587

upstream raw materials:

N-acetyl-3-trifluoromethylbenzenamine

4-nitro-3-(trifluoromethyl)benzeneamine

2-nitrobenzotrifluoride

3-Trifluoromethylphenol

Downstream raw materials:

4-amino-3-(trifluoromethyl)-phenol

Bis<4-nitro-3-trifluormethyl-phenyl>-oxalat

4-cyclopropylmethoxy-1-nitro-2-trifluoromethylbenzene

2-Methyl-2-(4-nitro-3-trifluoromethyl-phenoxy)-propionic acid

Refernces

• 1、 -. "Resourceful treatment method for industrial wastewater generated in production of 5-chloro-2-nitrobenzotrifluoride". Paragraph 0020; 0030-0063. . Retrieved 2021/11/10.
• 2、 Lautens, Mark,Tayama, Eiji,Nguyen, Duy. "Activation and stabilization of aldimines by an ortho-trifluoromethyl substituent in direct vinylogous Mannich-type reactions". . p. 5131 - 5133. Retrieved 2007/10/03.