88301-98-8

Basic information

• Product Name: 2-Methyl-6-(trifluoromethyl)aniline
• Synonyms: BenzenaMine,2-Methyl-6-(trifluoroMethyl)-;2-Amino-3-methylbenzotrifluoride
• CAS NO: 88301-98-8
• Molecular Formula: C₈H₈F₃N
• Molecular Weight: 175.15
• Mol File: 88301-98-8.mol

Chemical Properties

• Boiling Point: 198.831 °C at 760 mmHg
• Flash Point: 81.588 °C
• Appearance: /
• Density: 1.238 g/cm³
• Vapor Pressure: 0.352mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: 1.32±0.10(Predicted)
• CAS DataBase Reference: 2-Methyl-6-(trifluoromethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-6-(trifluoromethyl)aniline(88301-98-8)
• EPA Substance Registry System: 2-Methyl-6-(trifluoromethyl)aniline(88301-98-8)

Safety Data

• Hazardous Substances Data: 88301-98-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-6-(trifluoromethyl)aniline is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Methyl-6-(trifluoromethyl)aniline serves as an intermediate, playing a crucial role in the production of agrochemicals that help protect crops and enhance agricultural productivity.
Used as a Dye Intermediate:
2-Methyl-6-(trifluoromethyl)aniline is utilized in the dye industry as an intermediate for the production of dyes, contributing to the creation of colorants for various applications.
Used in Organic Compound Production:
2-Methyl-6-(trifluoromethyl)aniline is also employed in the synthesis of other organic compounds, showcasing its broad applicability in the chemical industry.
Safety Note:
2-Methyl-6-(trifluoromethyl)aniline is a toxic and potentially hazardous chemical. It is essential to take proper safety precautions when handling and working with 2-Methyl-6-(trifluoromethyl)aniline to minimize health and environmental risks.

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

Upstream product

• 92891-23-1 2-nitro-3-trifluoromethyl-toluene 
• 75-63-8 Bromotrifluoromethane 
• 95-53-4 o-toluidine 
• 88798-15-6 N-(2-trifluoromethylphenyl)-S,S-dimethyl sulfilimine 
• 67-56-1 methanol 
• 88301-74-0 2-(Chloromethyl)-6-(trifluoromethyl)anilinium Chloride 
• 1752-87-0 N-o-tolyl-2-pyridinecarboxamide 
• 5437-38-7 3-methyl-2-nitrobenzoic acid 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 88301-75-1 2-(methylsulfinylmethyl)-6-(trifluoromethyl)-aniline 
• 88301-96-6 2-{(methylthio)methyl}-6-(trifluoromethyl)aniline 
• 401-79-6 1-methyl-3-trifluoromethyl-benzene 
• 88301-97-7 <2-Amino-3-(trifluoromethyl)benzyl>trimethylammonoium chloride 

Downstream Products

• 910575-86-9 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(4-amino-3-methyl-5-trifluoromethyl-phenyl)-1-carboxy-ethyl ester 
• 910575-85-8 4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carboxylic acid (R)-2-(4-amino-3-methyl-5-trifluoromethyl-phenyl)-1-methoxycarbonyl-ethyl ester 
• 910575-81-4 (Z,E)-2-acetylamino-3-(4-amino-3-methyl-5-trifluoromethyl-phenyl)-acrylic acid methyl ester 
• 910575-83-6 (R)-3-(4-amino-3-methyl-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid 
• 910575-84-7 (R)-3-(4-amino-3-methyl-5-trifluoromethyl-phenyl)-2-hydroxy-propionic acid methyl ester 
• 910575-82-5 3-(4-amino-3-methyl-5-trifluoromethyl-phenyl)-2-oxo-propionic acid 
• 1374258-44-2 methyl 7-(trifluoromethyl)-1H-indazole-5-carboxylate 

Relevant articles and documents

Synthesis, sciatic nerve block activity evaluation and molecular docking of fluoro-substituted lidocaine analogs as local anesthetic agents

Thirty fluoro-substituted lidocaine analogs (10a–e, 11a–e, 14a–e, 15a–e, 18a–e and 19a–e) were synthesized, and their sciatic nerve block activity were evaluated as local anesthesia. Most of the compounds displayed significant potency, and compound 10a in particular was much more potent than the parent lidocaine. Fifteen analogs including 10a demonstrated pKa values of 7.5–7.8 suitable for local anesthesia. Compound 10a, 14e, and lidocaine were docked into three target receptors of local anesthetics by molecular docking studies to delineate structure-activity relationships and explain the differences in activities. Hydrophobic interactions and hydrogen bonds were identified key to molecular binding, suggesting that optimization of these interactions and/or trifluoro-substitution at the benzene ring of lidocaine could enhance the properties of lidocine analogs for local anesthesia.

Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines

A simple protocol for the synthesis of 2-(trifluoromethyl)aniline derivatives through a coordinating activation strategy was developed. The reaction showed good reactivity and gave the target products in moderate to good yields. Pleasingly, the directing group could be recovered in excellent yield. Furthermore, this strategy allowed efficient access to the synthesis of floctafenine. A single-electron-transfer mechanism was proposed to be responsible for this trifluoromethylation reaction.

CGRP ANTAGONISTS, METHOD FOR THE PRODUCTION THEREOF, AND THEIR USE AS MEDICAMENTS

The invention relates to CGRP antagonists of general formula (I) in which: R1, R2, R3, R4 and X are defined as in Claim 1, to their tautomers, isomers, diastereomers, enantiomers, hydrates, mixtures and salts as well as the hydrates of the salts, in particular, their physiologically compatible salts with inorganic or organic acids and bases, and those compounds of general formula (I) in which one or more hydrogen atoms are replaced by deuterium. The invention also relates to medicaments containing these compounds, the use thereof, and to methods for producing them.

Phosphosulfonate herbicides

This invention pertains to phosphosulfonates, having the general formula STR1 wherein Y is phenyl, naphthyl, benzyl, a (C5 -C8)cycloalkyl, a 5-membered heteroaromatic ring, a 6-membered heteraromatic ring, a fused 5,6-membered heteroaromatic ring, or a fused 6,6-membered heteroaromatic ring; and X is oxygen or sulfur; and R1 and R2 are each independently selected from substituted or unsubstituted alkyl, alkoxy, alkylthio, alkenyloxy, alkynyloxy, haloalkoxy, cyanoalkoxy, alkoxyalkoxy, cycloalkyloxy, cycloalkylalkoxy, alkylideneiminooxy, chloro, amino, phenyl or phenoxy; or R1 and R2 are both alkoxy, taken together with the phosphorus atom to form a 6-membered oxygen-containing ring; compositions containing these compounds and their use as herbicides.

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.

Process for perfluoroalkylation of aromatic derivatives

A process for the perfluoroalkylation of aromatic derivatives. In a first stage, an aromatic derivative, sulfur dioxide and a metal selected from the group consisting of zinc, aluminum, manganese, cadmium, magnesium, tin, iron, nickel and cobalt, are brought into contact in a solvent, preferably a polar aprotic solvent. In a second stage, a perfluoroalkyl bromide or iodide is added to react with the aromatic derivative.

Preparation of ortho-methyl anilines from ortho-amino benzyl sulfoxides

This invention relates, in one of its aspects, to a process for the preparation of ortho-methyl anilines from ortho-amino benzyl sulfoxides. An ortho-amino benzyl sulfoxide is converted to an ortho-amino benzyl halide by reaction with a nonoxidizing acid halide and is converted to a stable quaternary salt by reaction with a tertiary amine in the presence of an alcohol. The quaternary salt may be cleaved by hydrogenation to form ortho-methyl anilines. Other aspects of the invention relate to novel intermediate quaternary salts and to a process for forming those quartenary salts.

Behavior of Benzyl Sulfoxides toward Acid Chlorides. Useful Departures from the Pummerer Reaction

The present study extends the reaction of certain electrophilic reagents with electron-rich sulfides and sulfoxides beyond previously known limits.Thus, treatment of methoxy- and, more particularly, aminobenzyl sulfoxides 2 with acyl or hydrogen chlorides gives rise in high yields to the corresponding benzyl chlorides, a departure from the normally expected Pummerer reaction.It is demonstrated that ideal substrates for this reaction are o-anilines 1 derived from the well-known rearrangment of aromatic sulfilimines.Further, certain of the o-ammoniobenzyl chloride salts 4 so produced provide a basis for a novel and superior desulfurization of 1 to the corresponding o-methylaniline without resorting to Raney nickel.

Nitro-methyl or ethyl substituted benzotrifluoride

The invention herein pertains to nitro-methyl or ethyl substituted benzotrifluoride compounds useful as chemical intermediates and a process for their preparation. The chemical intermediates are useful for the preparation of substituted anilines which are precursors for a new class of 2-haloacetanilide herbicides.