3-(Trifluoromethoxy)aniline

Base Information

• Chemical Name: 3-(Trifluoromethoxy)aniline
• CAS No.: 1535-73-5
• Molecular Formula: C7H6F3NO
• Molecular Weight: 177.126
• Hs Code.: 29222900
• European Community (EC) Number: 216-256-3
• UNII: AZ5VZ8MT94
• DSSTox Substance ID: DTXSID60165341
• Nikkaji Number: J206.758G
• Wikidata: Q72511234
• Mol file: 1535-73-5.mol

Synonyms:3-(Trifluoromethoxy)aniline;1535-73-5;3-trifluoromethoxyaniline;m-(trifluoromethoxy)aniline;3-trifluoromethoxy-phenylamine;Benzenamine, 3-(trifluoromethoxy)-;3-trifluoromethoxy aniline;m-Aminophenyl trifluoromethyl ether;MFCD00041511;3-(trifluoromethoxy)benzenamine;AZ5VZ8MT94;EINECS 216-256-3;alpha,alpha,alpha-Trifluoro-m-anisidine;3trifluoromethoxyaniline;m-trifluoromethoxyaniline;3-trifluoromethoxy-aniline;UNII-AZ5VZ8MT94;SCHEMBL1523;O-METHYLISOUREASULFATE;3-(Trifluoromethoxy) aniline;3-(trifluoromethoxy)-aniline;meta-trifluoromethoxy-phenylamine;3-(trifluoromethoxyl)benzenamine;DTXSID60165341;[3-(trifluoromethoxy)phenyl]amine;3-(Trifluoromethoxy)aniline, 98%;STK802607;AKOS005145725;AC-3707;CS-W017377;PS-8569;SDCCGMLS-0066230.P001;SY002366;AM20050523;FT-0613898;T2255;EN300-28930;Q-200332;Z278206764;3-(Dodecylthio)propanoic-2,2-bis[[3- (dodecylthio)-1-oxopropoxy]methyl]-1,3-propanediyl ester

Chemical Property of 3-(Trifluoromethoxy)aniline

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.41mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Boiling Point: 195.9 °C at 760 mmHg
• PKA: 3.36±0.10(Predicted)
• Flash Point: 85 °C
• PSA: 35.25000
• Density: 1.34 g/cm³
• LogP: 2.74860
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 177.04014830
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

3-(Trifluoromethoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)OC(F)(F)F)N
• Uses: 3-(Trifluoromethoxy)aniline is reactant in the synthesis of pyrazolone-quinazolone hybrids as human hydroxyphenylpyruvate dioxygenase inhibitors which is a potential treatment for type I tyrosinemia.

Technology Process of 3-(Trifluoromethoxy)aniline

There total 9 articles about 3-(Trifluoromethoxy)aniline 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: 30.0%

3-(chlorodifluoromethoxy) aniline (39065-91-3) → m-trifluoromethoxyaniline (1535-73-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dimethyl sulfoxide; for 2h; Reflux;

DOI:10.1002/ejoc.200800231

Reference yield:

1-chloro-4-(trifluoromethoxy)benzene (461-81-4) → 2-trifluoromethoxy aniline (1535-75-7) + m-trifluoromethoxyaniline (1535-73-5)

Guidance literature:

1-chloro-4-(trifluoromethoxy)benzene; With sulfuric acid; nitric acid; at 0 - 45 ℃;

With palladium on activated charcoal; hydrogen; triethylamine; In methanol; at 80 ℃; under 15001.5 Torr; Temperature; Pressure; Overall yield = 98 percent; Overall yield = 177.12 g; Autoclave;

Reference yield:

3-bromo-5-(trifluoromethoxy)aniline (914636-35-4) → m-trifluoromethoxyaniline (1535-73-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; dihydroxyborane; sodium carbonate; In 1,2-dimethoxyethane; at 120 ℃; for 1h; under 12001.2 Torr; Microwave irradiation;

DOI:10.1021/ml300008j

upstream raw materials:

o-chloro-α,α,α-trifluoromethoxybenzene

2-monochlorophenol

2-Chloroanisole

2-chloro-trichloromethoxybenzene

Downstream raw materials:

2-(3-Trifluoromethoxy-phenylamino)-benzoic acid

2-chloro-N-(3-(trifluoromethoxy)phenyl)acetamide

N-<3-(trifluoromethoxy)phenyl>thiourea

tert-butyl N-[3-(trifluoromethoxy)phenyl]carbamate

Refernces

• 1、 Calderon, Felix,Vidal-Mas, Jaume,Burrows, Jeremy,De La Rosa, Juan Carlos,Jimenez-Diaz, Maria Belen,Mulet, Teresa,Prats, Sara,Solana, Jorge,Witty, Michael,Gamo, Francisco Javier,Fernandez, Esther. "A divergent SAR study allows optimization of a potent 5-HT2c inhibitor to a promising antimalarial scaffold". supporting information; experimental part. p. 373 - 377. Retrieved 2012/06/30.
• 2、 Hagooly, Youlia,Sasson, Revital,Welch, Michael J.,Rozen, Shlomo. "Preparation of alkyl and aryl chlorodifluoromethyl ethers using BrF 3". experimental part. p. 2875 - 2880. Retrieved 2009/04/07.