320-94-5

Basic information

• Product Name: 2-Nitro-4-trifluoromethylbenzoic acid
• Synonyms: RARECHEM AL BO 0289;2NTF-BOA;2-NITRO-4-(TRIFLUOROMETHYL)BENZOIC ACID;2-NITRO-4-(TRIFLUOROMETHYL)BENZOIC ACID METHYL ESTER;2-NITRO-ALPHA,ALPHA,ALPHA-TRIFLUORO-P-TOLUIC ACID;2-NITRO-ALPHA,ALPHA,ALPHA-TRIFLUOR-P-TOLUIC ACID;METHYL 2-NITRO-4-(TRIFLUOROMETHYL)BENZOATE;BUTTPARK 24\10-94
• CAS NO: 320-94-5
• Molecular Formula: C₈H₄F₃NO₄
• Molecular Weight: 235.12
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Aromatics;Miscellaneous Reagents;Fluorine series
• Mol File: 320-94-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 134-138 °C(lit.)
• Boiling Point: 306.6 °C at 760 mmHg
• Flash Point: 139.2 °C
• Appearance: Pale yellow/Crystalline Powder
• Density: 1.596 g/cm³
• Vapor Pressure: 0.000333mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: DMSO, Methanol
• PKA: 1.70±0.25(Predicted)
• BRN: 1985588
• CAS DataBase Reference: 2-Nitro-4-trifluoromethylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitro-4-trifluoromethylbenzoic acid(320-94-5)
• EPA Substance Registry System: 2-Nitro-4-trifluoromethylbenzoic acid(320-94-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 320-94-5(Hazardous Substances Data)

Usage

Description

2-Nitro-4-trifluoromethylbenzoic acid, with the CAS number 320-94-5, is an organic compound characterized by its off-white to pale yellow solid appearance. It is primarily utilized in the field of organic synthesis, playing a crucial role in the creation of various chemical compounds and materials.

Uses

Used in Organic Synthesis:
2-Nitro-4-trifluoromethylbenzoic acid is used as a synthetic building block for the development of a wide range of chemical compounds. Its unique structure, which includes a nitro group and a trifluoromethyl group, allows it to participate in various chemical reactions, facilitating the formation of complex molecules with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Nitro-4-trifluoromethylbenzoic acid is used as an intermediate in the synthesis of various drugs and drug candidates. Its reactivity and structural features make it a valuable component in the development of new medications, potentially contributing to the treatment of various diseases and health conditions.
Used in Chemical Research:
2-Nitro-4-trifluoromethylbenzoic acid is also employed in chemical research as a model compound for studying reaction mechanisms and exploring new synthetic pathways. Its distinct properties and reactivity provide researchers with valuable insights into the behavior of similar compounds, furthering the understanding of organic chemistry and its applications.
Used in Material Science:
In the field of material science, 2-Nitro-4-trifluoromethylbenzoic acid can be used as a component in the development of novel materials with specific properties. Its incorporation into polymers or other materials can result in products with enhanced characteristics, such as improved stability, durability, or chemical resistance, depending on the intended application.

InChI:InChI=1/C8H4F3NO4/c9-8(10,11)4-1-2-5(7(13)14)6(3-4)12(15)16/h1-3H,(H,13,14)/p-1

Upstream product

• 455-24-3 4-trifluoromethylbenzoic acid 
• 455-18-5 4-CF₃C₆H₄CN 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 109466-87-7 4-(trifluoromethyl)-2-nitrobenzaldehyde 
• 778-94-9 2-nitro-4-trifluoromethyl-benzonitrile 

Downstream Products

• 402-13-1 2-amino-4-trifluoromethylbenzoic acid 
• 702673-02-7 2-nitro-4-trifluoromethyl-benzoic acid ethyl ester 
• 228418-45-9 methyl 2-nitro-4-trifluoromethylbenzoate 
• 98-88-4 benzoyl chloride 
• 127291-63-8 2-nitro-4-trifluoromethyl-1-(4-methylphenylsulfonyl)-benzene 
• 3833-78-1 7-(trifluoromethyl)quinazoline-2,4(1H,3H)-dione 
• 396-02-1 2,4-dichloro-7-(trifluoromethyl)quinazoline 
• 1379686-21-1 CHF₃O₃S*C₁₇H₁₄F₃N₃O 
• 1379685-94-5 2-[(1S,2S)-2-amino-1,2-diphenylethylamino]-7-(trifluoromethyl)quinazolin-4(3H)-one 
• 1379685-93-4 2-[(1S,2S)-2-(dimethylamino)-1,2-diphenylethylamino]-7-(trifluoromethyl)quinazolin-4(3H)-one 
• 1379685-90-1 2-[(1R,2R)-2-(isopropylamino)cyclohexylamino]-7-(trifluoromethyl)quinazolin-4(3H)-one 
• 1379685-89-8 2-[(1R,2R)-2-(piperidin-1-yl)cyclohexylamino]-7-(trifluoromethyl)quinazolin-4(3H)-one 
• 1379685-88-7 2-[(1R,2R)-2-(dipropylamino)cyclohexylamino]-7-(trifluoromethyl)quinazolin-4(3H)-one 
• 1379685-87-6 2-[(1R,2R)-2-(diethylamino)cyclohexylamino]-7-(trifluoromethyl)quinazolin-4(3H)-one 

Relevant articles and documents

2-nitro-4-trifluoromethyl-benzoic acid and preparation method of isomer thereof

The invention discloses a 2-nitro-4-trifluoromethyl-benzoic acid and a preparation method of an isomer thereof, belongs to the technical field of organic synthesis, and solves the problems that in theprior art, raw materials for preparing a 2-nitro-4-trifluoromethyl-benzoic acid and the isomer thereof are expensive and the yield is slightly low. In order to solve the problems, the invention provides the 2-nitro-4-trifluoromethyl-benzoic acid and the preparation method of the isomer thereof. The preparation method comprises the following steps: with 4-(trifluoromethyl)benzonitrile as a raw material, performing a one-step reaction under the effect of a nitrating agent to obtain the 2-nitro-4-trifluoromethyl-benzoic acid and a 3-nitro-4-trifluoromethyl-benzoic acid. The preparation method has the advantages that the 2-nitro-4-trifluoromethyl-benzoic acid and the isomer thereof can be obtained only through the one-step reaction, the operation is simple and convenient, the reaction steps are short, the yield is high, and the 2-nitro-4-trifluoromethyl-benzoic acid and the isomer thereof are suitable for industrialized production.

Harnessing the Reactivity of Iridium Hydrides by Air: Iridium-Catalyzed Oxidation of Aldehydes to Acids in Water

An iridium-catalyzed oxidation of aldehydes to acids was realized by using air as the oxidant and water as the solvent in the presence of base. Interestingly, the same type of catalysts were also used for the reduction of aldehydes under acidic conditions. A common iridium hydride intermediate is proposed for both redox reactions. The oxidation has a number of advantages such as high yields, great functionality tolerance, and easy purification without chromatography.

1H NMR, 13C NMR, and computational DFT studies of the structure of 2-acylcyclohexane-1,3-diones and their alkali metal salts in solution

1H and 13C NMR spectra of 2-acyl-substituted cyclohexane-1,3-diones (acyl = formyl, 1; 2-nitrobenzoyl, 2; 2-nitro-4-trifluoromethylbenzoyl, 3) and lithium sodium and potassium salts of 1 have been measured. The compound 3, known as NTBC, is a life-saving medicine applied in tyrosinemia type I. The optimum molecular structures of the investigated objects in solutions have been found using the DFT method with B3LYP functional and 6-31G** and/or 6-311G(2d,p) basis set. The theoretical values of the NMR parameters of the investigated compounds have been calculated using GIAO DFT B3LYP/6-311G(2d,p) method. The theoretical data obtained for compounds 1-3 have been exploited to interpret their experimental NMR spectra in terms of the equilibrium between different tautomers. It has been found that for these triketones an endo-tautomer prevails. The differences in NMR spectra of the salts of 1 can be rationalized taking into account the size of the cation and the degree of salt dissociation. It seems that in DMSO solution the lithium salt exists mainly as an ion pair stabilized by the chelation of a lithium cation with two oxygen atoms. The activation free energy the of formyl group rotation for this salt has been estimated to be 51.5 kJ/mol. The obtained results suggest that in all the investigated objects, including the free enolate ions, all atoms directly bonded to the carbonyl carbons lie near the same plane. Some observations concerning the chemical shift changes could indicate strong solvation of the anion of 1 by water molecules. Implications of the results obtained in this work for the inhibition mechanism of (4-hydroxyphenyl) pyruvate dioxygenase by NTBC are commented upon.