87617-23-0

Basic information

• Product Name: 2-AMINO-5-METHYLBENZOTRIFLUORIDE
• Synonyms: 4-METHYL-2-(TRIFLUOROMETHYL)ANILINE;4-METHYL-2-TRIFLUOROMETHYL-PHENYLAMINE;2-AMINO-5-METHYLBENZOTRIFLUORIDE;2-Amino-5-methylbenzotrifluoride, 97+%;3-(Trifluoromethyl)-4-amino-toluene;2-AMINO-5-METHYLBENZ;Benzenamine, 4-methyl-2-(trifluoromethyl)-
• CAS NO: 87617-23-0
• Molecular Formula: C₈H₈F₃N
• Molecular Weight: 175.15
• Product Categories: Trifluoromethylbenzene serise
• Mol File: 87617-23-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 199.9 °C at 760 mmHg
• Flash Point: 82.2 °C
• Appearance: /
• Density: 1.237 g/cm³
• Vapor Pressure: 0.333mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 1.90±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-METHYLBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-METHYLBENZOTRIFLUORIDE(87617-23-0)
• EPA Substance Registry System: 2-AMINO-5-METHYLBENZOTRIFLUORIDE(87617-23-0)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45
• RIDADR: 2810
• Hazardous Substances Data: 87617-23-0(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow liquid

InChI:InChI=1/C8H8F3N/c1-5-2-3-7(12)6(4-5)8(9,10)11/h2-4H,12H2,1H3

Upstream product

• 887144-94-7 Togni's reagent II 
• 106-49-0 p-toluidine 
• 87617-21-8 2-(trifluoromethyl)-4-methyl-1-nitrobenzene 
• 108-48-5 2,6-dimethylpyridine 
• 75-63-8 Bromotrifluoromethane 
• 401-79-6 1-methyl-3-trifluoromethyl-benzene 

Relevant articles and documents

Preparation method of trifluoromethylated aniline compound

The invention provides a preparation method of a trifluoromethylated aniline compound shown in a formula (IIA) or a formula (IIB). The method comprises the following steps: by taking a mixed solvent of DMF and water in a volume ratio of 1:(1-4) as a reaction medium, adding an aniline compound shown in a formula (IA) or a formula (IB), 1-(trifluoromethyl)-1,2-benziodoxol-3-(1H)-one and a photocatalyst, and reacting for 2-6 hours at room temperature under blue light; and carrying out post-treatment on the obtained reaction mixture to obtain the trifluoromethylated aniline compound as shown in the formula (IIA) or the formula (IIB). According to the method, by the photocatalyst, the reaction is driven to be carried out under the irradiation of visible light, the reaction conditions are mild,the site selectivity is high, the reaction is efficient, green and environment-friendly, the reaction yield can reach 90%, and the product can be prepared by only one step.

Nickel-Catalyzed Direct C-H Trifluoromethylation of Free Anilines with Togni's Reagent

An efficient nickel-catalyzed C-H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni's reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.

Reactions of Trifluoromethyl Bromide and Related Halides: Part 10. Perfluoroalkylation of Aromatic Compounds induced by Sulphur Dioxide Radical Anion Precursors

Perfluoroalkylation of electron-rich aromatic compounds with trifluoromethyl bromide, or long-chain perfluoroalkyl iodides, was performed in the presence of sodium dithionite or zinc-sulphur dioxide.This alkylation occurred at the ortho and para positions relative to the amino or hydroxy substitutent.Pyrroles were perfluoroalkylated regioselectively at the 2-position.This alkylation was interpreted as a radical aromatic substitution; the formation of the perfluoroalkyl radical can be induced by a single-electron transfer from sulphur dioxide radical anion to the perfluoroalkyl halide.