109466-87-7

Basic information

• Product Name: 2-NITRO-4-(TRIFLUOROMETHYL)BENZALDEHYDE
• Synonyms: 2-Nitro-4-(trifluoromethyl)benzaldehyde 97%;4-Formyl-3-nitrobenzotrifluoride, 2-Formyl-5-(trifluoromethyl)nitrobenzene, 2-Nitro-alpha,alpha,alpha-trifluoro-p-tolualdehyde
• CAS NO: 109466-87-7
• Molecular Formula: C₈H₄F₃NO₃
• Molecular Weight: 219.12
• Mol File: 109466-87-7.mol

Chemical Properties

• Melting Point: 41-45°C
• Boiling Point: 273.8°C at 760 mmHg
• Flash Point: 119.4°C
• Appearance: /
• Density: 1.496g/cm³
• Vapor Pressure: 0.0056mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-NITRO-4-(TRIFLUOROMETHYL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITRO-4-(TRIFLUOROMETHYL)BENZALDEHYDE(109466-87-7)
• EPA Substance Registry System: 2-NITRO-4-(TRIFLUOROMETHYL)BENZALDEHYDE(109466-87-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 109466-87-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Nitro-4-(Trifluoromethyl)benzaldehyde is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Nitro-4-(Trifluoromethyl)benzaldehyde is employed as a starting material for the production of agrochemicals, such as pesticides and herbicides. Its properties contribute to the creation of effective compounds for crop protection.
Used in Dye Industry:
2-Nitro-4-(Trifluoromethyl)benzaldehyde is used as a precursor in the synthesis of dyes and pigments. Its chemical structure enables the production of a wide range of colors, making it valuable in the dye industry for various applications, including textiles and plastics.

InChI:InChI=1/C8H4F3NO3/c9-8(10,11)6-2-1-5(4-13)7(3-6)12(14)15/h1-4H

Upstream product

• 778-94-9 2-nitro-4-trifluoromethyl-benzonitrile 
• 81108-81-8 2-nitro-4-trifluoromethyl-benzoyl chloride 
• 1012051-66-9 (E)-4-trifluoromethylbenzaldehyde O-methyloxime 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 125903-75-5 4-trifluoromethylbenzaldehyde O-methyloxime 
• 400-98-6 4-trifluoromethyl-2-nitroaniline 
• 109466-86-6 4-(trifluoromethyl)-2-nitrobenzaldehyde oxime 

Downstream Products

• 109466-88-8 2-amino-4-(trifluoromethyl)benzaldehyde 
• 1070901-28-8 (E)-ethyl 4-[(4-bromophenyl)(2-(tert-butylamino)-1-(2-nitro-4-(trifluoromethyl)phenyl)-2-oxoethyl)amino]-4-oxobut-2-enoate 
• 71083-18-6 7-(trifluoromethyl)quinoline-3-carboxylic acid ethyl ester 
• 1204508-23-5 2-azido-4-(trifluoromethyl)benzaldehyde 
• 1283597-27-2 N-(2-bromobenzyl)-1-(2-nitro-4-(trifluoromethyl)phenyl)methanamine 
• 1283597-28-3 N-(2-bromobenzyl)-N-methyl-1-(2-nitro-4-(trifluoromethyl)phenyl)methanamine 
• 1283597-16-9 2-(((2-bromobenzyl)(methyl)amino)methyl)-5-(trifluoromethyl)aniline 
• 778-94-9 2-nitro-4-trifluoromethyl-benzonitrile 
• 1396548-59-6 N-(2-formyl-5-(trifluoromethyl)phenyl)-4-methylbenzenesulfonamide 
• 186602-93-7 [2-amino-4-(trifluoromethyl)phenyl]methan-1-ol 

Relevant articles and documents

A O-nitrobenzaldehyde synthetic method of compound

The invention provides a preparation method for an o-nitrobenzaldehyde compound. The method directly taking benzaldehyde compounds as starting raw materials comprises the following steps: firstly, converting a formyl group into an O-methyl oximido; secondly, taking divalent palladium salt as a catalyst, and realizing the carbon-hydrogen bond activation single nitration reaction on an o-position of an oximido under the condition that both an oxidant and a nitration agent exist; finally, removing the O-methyl oximido by using strong organic acid to obtain the o-nitrobenzaldehyde compound. The nitration method provided by the invention has the advantage of specificity in the o-position of a nitration position, the reaction process is safe and environment-friendly, the substrate is excellent in adaptability, and various substituents can realize o-position nitration; various benzaldehyde is directly taken as raw materials, so that the reaction steps are simple, and the synthesizing method is a novel route for synthesizing various o-nitrobenzaldehyde compounds containing substituents.

Regiospecific synthesis of substituted 2-nitrobenzaldehydes from benzaldehydes through palladium-catalyzed chelation-assisted C-H nitration

A regiospecific synthesis of substituted 2-nitrobenzaldehydes from substituted benzaldehydes has been developed that involves a three-step process with palladium-catalyzed chelation-assisted C-H nitration as the key step. In the process, O-methyl aldoxime serves as a removable directing group for the palladium-catalyzed ortho-nitration of substituted benzaldoximes and it can be removed in subsequent conversion of the resulting 2-nitrobenzaldoximes into 2-nitrobenzaldehydes.

A highly selective tandem cross-coupling of gem-dihaloolefins for a modular, efficient synthesis of highly functionalized indoles

(Chemical Equation Presented) A highly efficient method of indole synthesis using gem-dihalovinylaniline substrates and an organoboron reagent was developed via a Pd-catalyzed tandem intramolecular amination and an intermolecular Suzuki coupling. Aryl, alkenyl, and alkyl boron reagents are all successfully employed, making for a versatile modular approach. The reaction tolerates a variety of substitution patterns on the aniline leading to indoles with group at C2-C7. The orthogonal approach of the sequential copper- and palladium-mediated synthesis of 1,2-diarylindoles exploited the wide availability of diverse organoboron reagents.

Studies on the rearrangement of ortho-nitro-benzylidenemalonates and their analogues to 2-aminobenzoate derivatives

Reaction of the diethyl 2-nitro-4-(trifluoromethyl)benzylidenemalonate with diethylamine in alcohols resulted in the reduction of the nitro group and the oxidation of the vinylic carbon attached to the phenyl ring. Simultaneous migration of the malonic fr

4 Benzoyl isoxazole derivatives

4-Benzoyl isoxazole derivatives of the formula I: wherein:, R represents alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, optionally substituted cycloalkyl, -CO2R3,-COR5,cyano,nitro, -CONR31R4 or a halogen atom;, R1 represents :-, hydrogen , alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl or optionally substituted cycloalkyl, R2 represents :-, halogen, R5, -SR5, -SOR5, -SO2R5, -SO2NR31R4,-CO2R3, -COR5, -CONR31R4, -CSNR31R4, -OR5, a nitro group, a cyano group, a group -O(CH2)q-OR5 or alkyl substituted by OR5;, R3, R31 and R4, which may be the same or different, each represents:-, hydrogen, alkyl or haloalkyl;, R5 represents alkyl or haloalkyl;, n represents an integer from 1 to 5; and, q represents an integer from 1 to 3;, and agriculturally acceptable salts thereof and their use as herbicides is described.

Plant antitumor agents. 25. Total synthesis and antileukemic activity of ring a substituted camptothecin analogues. Structure-activity correlations

Nineteen racemic ring A substituted analogues of the antitumor agent 20(S)-camptothecin were prepared by total synthesis and evaluated for in vitro cytotoxic activity against KB cell culture and in vivo antileukemic activity against L1210. These compounds bore a wide variety of substitutents at C11 designed to confer upon the ring system a broad range of combinations of electronic, steric, and lipophilic effects. A few C10-substituted derivatives as well as C10,C11-disubstituted analogues prepared as part of a concurrent study have also been included for general comparison. With the notable exception of the cyano derivative, the 11-substituted compounds displayed only modest in vitro and in vivo activities, and there was a remarkable insensitivity toward the nature of the substituent. In contrast, the 9- and 10-substituted compounds exhibited a considerably higher level of dose potency and activity both in vitro and in vitro.