67192-42-1

Basic information

• Product Name: 2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE
• Synonyms: 3-METHYL-4-NITROBENZOTRIFLUORIDE;2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE;2-METHYL-4-TRIFLUOROMETHYLNITROBENZENE;3-METHYL-4-NITROBENZOTRIFLUOROIDE
• CAS NO: 67192-42-1
• Molecular Formula: C₈H₆F₃NO₂
• Molecular Weight: 205.13
• Mol File: 67192-42-1.mol

Chemical Properties

• Melting Point: 40 °C
• Boiling Point: 90°C 10mm
• Flash Point: 88.7 °C
• Appearance: /
• Density: 1.357 g/cm³
• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE(67192-42-1)
• EPA Substance Registry System: 2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE(67192-42-1)

Safety Data

• Statements: 20/21/22-36/37/38-36
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 67192-42-1(Hazardous Substances Data)

Usage

Uses

Since the provided materials do not specify the exact applications of 2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE, potential uses based on its chemical structure and properties can be hypothesized as follows:
Used in Chemical Synthesis Industry:
2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE could be used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, or other specialty chemicals due to its reactive functional groups.
Used in Material Science:
Given its potential heat and chemical resistance, 2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE might be utilized in the development of high-performance materials for applications in harsh environments or where durability is required.
Used in Research and Development:
2-METHYL-1-NITRO-4-(TRIFLUOROMETHYL)BENZENE could serve as a research tool in academic or industrial laboratories to study the effects of trifluoromethyl and nitro substitutions on the properties of aromatic compounds.

InChI:InChI=1/C8H6F3NO2/c1-5-4-6(8(9,10)11)2-3-7(5)12(13)14/h2-4H,1H3

Upstream product

• 3113-71-1 3-methyl-4-nitrobenzoic acid 
• 52415-00-6 4-iodo-2-methyl-1-nitro-benzene 
• 77152-08-0 trifluoromethylcopper(I) 
• 401-79-6 1-methyl-3-trifluoromethyl-benzene 
• 52414-98-9 5-bromo-2-nitrotoluene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 5367-28-2 5-chloro-2-nitrotoluene 
• 120120-26-5 (trifluoromethyl)triethylsilane 

Downstream Products

• 111604-85-4 [2-(5-trifluoromethyl-2-nitrophenyl)-1-(4-methoxyphenyl)ethyl]propanedioic acid,dimethyl ester 
• 1227604-33-2 C₈H₆F₃NO₃ 
• 1176723-57-1 2-nitro-5-(trifluoromethyl)benzaldehyde 
• 1290617-61-6 2-nitro-5-(trifluoromethyl)-L-phenylalanine 
• 1290617-52-5 tert-butyl N-(diphenylmethylidene)-2-nitro-5-(trifluoromethyl)-L-phenylalaninate 
• 138337-25-4 (3S,4R-cis)-3-hydroxy-1-<2-(dimethylamino)ethyl>-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one 
• 138383-41-2 (cis)-3-(Hydroxy)-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one 
• 118262-90-1 (3R,4R)-3-Hydroxy-4-(4-methoxy-phenyl)-2-oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-3-carboxylic acid methyl ester 
• 138335-38-3 cis-1,3,4,5-tetrahydro-7-(trifluoromethyl)-3-(acetylthio)-1-<2-(dimethylamino)ethyl>-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one 
• 138335-34-9 N-[(3S,4R)-1-(2-Dimethylamino-ethyl)-4-(4-methoxy-phenyl)-2-oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl]-acetamide 
• 118262-72-9 1,3,4,5-tetrahydro-7-(trifluoromethyl)-3-<(tolylsulfonyl)oxy>-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one 
• 118262-90-1 7-(trifluoromethyl)-1,3,4,5-tetrahydro-3-hydroxy-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one 
• 138335-18-9 Thioacetic acid S-[(3S,4R)-4-(4-methoxy-phenyl)-2-oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl] ester 
• 138383-08-1 Acetic acid (3S,4R)-1-(2-dimethylamino-ethyl)-4-(4-methoxy-phenyl)-2-oxo-7-trifluoromethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester 

Relevant articles and documents

Copper-mediated trifluoromethylation using phenyl trifluoromethyl sulfoxide

A new method for the generation of trifluoromethylcopper ( CuCF3 ) species from readily available phenyl trifluoromethyl sulfoxide has been developed. The CuCF3 reagent can be applied in efficient trifluoromethylations of aryl iodides and activated aryl bromides in the absence of additional ligands. Furthermore, the CuCF3 species can also undergo oxidative cross-coupling with terminal alkynes and arylboronic acids.

An "ortho effect" in electrophilic aromatic nitrations: Theoretical analysis and experimental validation

Usually, a π-donor substituent acts as an ortho/para directing group in an electrophilic aromatic substitution reaction, and a π-acceptor substituent acts as a meta directing group. Interestingly, when a π-acceptor substituent is meta to a π-donor substituent, certain electrophilic aromatic nitration occurs ortho to the π-acceptor substituent rather than para . The "ortho effect", highlighted in various textbooks, has been tentatively analyzed here based on ab initio calculations. The reliability of the calculations was verified by the corresponding experimental data, including a newly-designed electrophilic aromatic nitration that also gave reasonable product distributions.

A novel catalytic process for trifluoromethylation of bromoaromatic compounds

The palladium-catalyzed trifluoromethylation of aryl bromides has been achieved in micellar media. The micellar conditions result in enhanced yields and are applicable to bromoaromatics with ketone, aldehyde, hydroxyl and amine functionalities.

The palladium-catalyzed trifluoromethylation of aryl chlorides

The trifluoromethyl group can dramatically influence the properties of organic molecules, thereby increasing their applicability as pharmaceuticals, agrochemicals, or building blocks for organic materials. Despite the importance of this substituent no general method exists for its installment onto functionalized aromatic substrates. Current methods either require the use of harsh reaction conditions or suffer from a limited substrate scope. Here we report the palladium-catalyzed trifluoromethylation of aryl chlorides under mild conditions, allowing the transformation of a wide range of substrates, including heterocycles, in excellent yields. The process tolerates functional groups such as esters, amides, ethers, acetals, nitriles, and tertiary amines and, therefore, should be applicable to late-stage modifications of advanced intermediates. We have also prepared all the putative intermediates in the catalytic cycle and demonstrated their viability in the process.

Substituted diphenyl ethers

A compound of the formula: STR1 and salts and esters thereof, useful as intermediates for the preparation of compounds of the formula STR2 wherein R1 is an alkyl group optionally substituted by one or more fluorine atoms or by an optionally substituted phenyl group R2 is No2 or Cl and R6 is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms.

Trifluoromethyl substituted 1-aminoindanes

4(5 or 6 or 7)-Trifluoromethyl-1-aminoindanes, useful as inhibitors of N-methyl transferase.