328-80-3

Basic information

• Product Name: 3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID
• Synonyms: RARECHEM AL BO 1012;3-TRIFLUOROMETHYL-5-NITROBENZOIC ACID;3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID;3-CARBOXY-5-NITROBENZOTRIFLUORIDE;A,A,A-TRIFLUORO-5-NITRO-M-TOLUIC ACID;LABOTEST-BB LT00454389;BUTTPARK 25\01-30;3-Nitro-5-(trifluoromethyl)benzoic acid 97%
• CAS NO: 328-80-3
• Molecular Formula: C₈H₄F₃NO₄
• Molecular Weight: 235.12
• EINECS: -0
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid
• Mol File: 328-80-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 128 °C
• Boiling Point: 309.86 °C at 760 mmHg
• Flash Point: 141.198 °C
• Appearance: /
• Density: 1.596 g/cm³
• Vapor Pressure: 0.000268mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.05±0.10(Predicted)
• BRN: 2284651
• CAS DataBase Reference: 3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID(328-80-3)
• EPA Substance Registry System: 3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID(328-80-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-60-37
• HazardClass: IRRITANT
• Hazardous Substances Data: 328-80-3(Hazardous Substances Data)

Usage

Description

3-Nitro-5-(trifluoromethyl)benzoic acid is a chemical compound characterized by the molecular formula C8H4F3NO4. It manifests as a white to yellow crystalline powder, notable for its strong acidic properties. 3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID is predominantly utilized as a crucial intermediate in the synthesis of pharmaceuticals and agrochemicals, underpinning its significance in the chemical and pharmaceutical industries. Additionally, it finds applications in the production of dyes, pigments, and other organic compounds.

Uses

Used in Pharmaceutical Industry:
3-Nitro-5-(trifluoromethyl)benzoic acid is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows for the creation of diverse medicinal compounds with potential applications in treating a range of health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Nitro-5-(trifluoromethyl)benzoic acid serves as an essential intermediate for the production of agrochemicals, including pesticides and herbicides. Its incorporation aids in enhancing the effectiveness of these products, supporting agricultural productivity and crop protection.
Used in Dye and Pigment Production:
3-Nitro-5-(trifluoromethyl)benzoic acid is utilized in the manufacturing process of dyes and pigments, imparting color and stability to various products. Its chemical properties enable the creation of a wide array of colorants used across different industries, such as textiles, plastics, and printing inks.
Used in Organic Compound Synthesis:
3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID is also employed in the synthesis of other organic compounds, broadening its applications in the chemical industry. Its versatility in chemical reactions allows for the production of a multitude of organic substances with diverse uses.
Safety and Handling:
Given its potential to cause irritation to the skin, eyes, and respiratory system, 3-Nitro-5-(trifluoromethyl)benzoic acid requires careful handling. It should be stored and managed in a well-ventilated area, with appropriate protective equipment utilized to minimize exposure risks.

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

Upstream product

• 454-92-2 3-(trifluoromethyl)benzoic acid 

Downstream Products

• 203513-25-1 octyl 3-nitro-5-(trifluoromethyl)benzoate 
• 284047-98-9 3-nitro-5-(trifluoromethyl)benzaldehyde 
• 22227-63-0 methyl 3-nitro-5-(trifluoromethyl)-benzoate 
• 328-68-7 3-amino-5-(trifluoromethyl)benzoic acid 
• 49674-28-4 3-amino-5-(trifluoromethyl)benzonitrile 
• 269069-98-9 3-{[5-(2-Adamantan-1-yl-ethyl)-2-o-tolyl-1H-imidazole-4-carbonyl]-amino}-5-trifluoromethyl-benzoic Acid 
• 400648-73-9 2-diazo-1-(3-nitro-5-trifluoromethylphenyl)-2-trimethylsilanylethanone 
• 630125-95-0 (3-nitro-5-trifluoromethyl-phenyl)-(4-ethyl-piperazin-1-yl)-methanone 
• 20566-90-9 N,N-dimethyl-3-nitro-5-(trifluoromethyl)benzamide 
• 1425107-56-7 (S)-(2-methyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl)(3-nitro-5-(trifluoromethyl)phenyl)methanone 
• 537039-44-4 [3-amino-5-(trifluoromethyl)phenyl]methanol 
• 172023-97-1 (3‐bromo‐5‐(trifluoromethyl)phenyl)methanol 
• 954123-46-7 1‐bromo‐3‐(bromomethyl)‐5‐(trifluoromethyl)benzene 
• 954123-48-9 tert-butyl 4-((3-bromo-5-(trifluoromethyl)benzyloxy)methyl)-4-phenylpiperidine-1-carboxylate 

Relevant articles and documents

Catalytic Asymmetric Synthesis of Quaternary Barbituric Acids

The catalytic asymmetric α-functionalization of prochiral barbituric acids, a subtype of pseudosymmetric 1,3-diamides, to yield the corresponding 5,5-disubstituted (quaternary) derivatives remains essentially unsolved. In this study 2-alkylthio-4,6-dioxopirimidines are designed as key 1,3-diamide surrogates that perform exceedingly in amine-squaramide catalyzed C-C bond forming reactions with vinyl ketones or Morita-Baylis-Hillmann-type allyl bromides as electrophiles. Mild acid hydrolysis of adducts affords barbituric acid derivatives with an in-ring quaternary carbon in unprecedented enantioselectivity, offering valuable materials for biological evaluations.

Enantioselective Synthesis of Quaternary Δ4- and Δ5-Dehydroprolines Based on a Two-Step Formal [3+2] Cycloaddition of α-Aryl and α-Alkyl Isocyano(thio)acetates with Vinyl Ketones

A divergent synthesis of optically active quaternary Δ4- and Δ5-dehydro prolines is developed based on the first catalytic enantioselective conjugate addition of α-substituted isocyano(thio)acetates to vinyl ketones that is general for both α-aryl and α-alkyl isocyano(thio)acetates. The new tetrasubstituted C?N stereocenter is formed without the need of any metal salt due to a bifunctional tertiary amine/squaramide catalyst, featuring a bulky polyaryl sidearm and an unusually short squaramide diamide H???H interatomic distance in the solid state.

Development of 3,5-Dinitrobenzylsulfanyl-1,3,4-oxadiazoles and Thiadiazoles as Selective Antitubercular Agents Active Against Replicating and Nonreplicating Mycobacterium tuberculosis

Herein, we report the discovery and structure-activity relationships of 5-substituted-2-[(3,5-dinitrobenzyl)sulfanyl]-1,3,4-oxadiazoles and 1,3,4-thiadiazoles as a new class of antituberculosis agents. The majority of these compounds exhibited outstanding in vitro activity against Mycobacterium tuberculosis CNCTC My 331/88 and six multidrug-resistant clinically isolated strains of M. tuberculosis, with minimum inhibitory concentration values as low as 0.03 μM (0.011-0.026 μg/mL). The investigated compounds had a highly selective antimycobacterial effect because they showed no activity against the other bacteria or fungi tested in this study. Furthermore, the investigated compounds exhibited low in vitro toxicities in four proliferating mammalian cell lines and in isolated primary human hepatocytes. Several in vitro genotoxicity assays indicated that the selected compounds have no mutagenic activity. The oxadiazole and thiadiazole derivatives with the most favorable activity/toxicity profiles also showed potency comparable to that of rifampicin against the nonreplicating streptomycin-starved M. tuberculosis 18b-Lux strain, and therefore, these derivatives, are of particular interest.