116529-61-4

Basic information

• Product Name: 3-BROMO-2-NITRO-BENZOIC ACID
• Synonyms: 3-BROMO-2-NITRO-BENZOIC ACID
• CAS NO: 116529-61-4
• Molecular Formula: C₇H₄BrNO₄
• Molecular Weight: 246.01
• Mol File: 116529-61-4.mol

Chemical Properties

• Melting Point: 250-251 °C
• Boiling Point: 348.6°C at 760 mmHg
• Flash Point: 164.6°C
• Appearance: /
• Density: 2.0176 (rough estimate)
• Vapor Pressure: 1.87E-05mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.80±0.10(Predicted)
• Water Solubility: 7.41g/L(25 oC)
• CAS DataBase Reference: 3-BROMO-2-NITRO-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-2-NITRO-BENZOIC ACID(116529-61-4)
• EPA Substance Registry System: 3-BROMO-2-NITRO-BENZOIC ACID(116529-61-4)

Safety Data

• Hazardous Substances Data: 116529-61-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-2-nitro-benzoic acid is utilized as an intermediate in the synthesis of pharmaceuticals. Its strong functional groups facilitate the creation of a wide range of medicinal compounds, making it a valuable component in drug development.
Used in Dye Industry:
In the dye industry, 3-Bromo-2-nitro-benzoic acid serves as an intermediate for the production of various dyes. Its chemical properties allow for the development of a broad spectrum of colorants used in different applications.
Used in Organic Chemicals Synthesis:
3-Bromo-2-nitro-benzoic acid is employed as a key intermediate in the synthesis of other organic chemicals. Its reactivity and functional groups make it instrumental in the production of a variety of organic compounds for diverse uses.

InChI:InChI=1/C7H4BrNO4/c8-5-3-1-2-4(7(10)11)6(5)9(12)13/h1-3H,(H,10,11)

Upstream product

• 585-76-2 m-bromobenzoic acid 
• 52414-97-8 1-bromo-3-methyl-2-nitro-benzene 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 88-72-2 1-methyl-2-nitrobenzene 
• 70343-09-8 2,3-dinitro-4-methylaniline 
• 13402-32-9 1,3-dibromo-2-nitrobenzene 
• 400629-31-4 2-(3-bromo-2-nitrophenyl)acetic acid 

Downstream Products

• 872279-35-1 3-bromo-2-nitro-benzoic acid ethyl ester 
• 857544-42-4 [3-(3-carboxy-2-nitro-phenylsulfanyl)-4-methoxy-phenyl]-acetic acid 
• 20776-51-6 2-amino-3-bromo benzoic acid 
• 118-92-3 anthranilic acid 
• 104670-71-5 methyl 3-bromo-2-nitrobenzoate 
• 1261475-45-9 3-bromo-2-nitrobenzylic alcohol 

Relevant articles and documents

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.

Chemoselective Probe Containing a Unique Bioorthogonal Cleavage Site for Investigation of Gut Microbiota Metabolism

While metabolites derived from gut microbiota metabolism have been linked to disease development in the human host, the chemical tools required for their detailed analysis and the discovery of biomarkers are limited. A unique and multifunctional chemical probe for mass spectrometric analysis, which contains p-nitrocinnamyloxycarbonyl as a new bioorthogonal cleavage site has been designed and synthesized. Coupled to magnetic beads, this chemical probe allows for straightforward extraction of metabolites from human samples and release under mild conditions. This isolation from the sample matrix results in significantly reduced ion suppression, an increased mass spectrometric sensitivity, and facilitates the detection of metabolites in femtomole quantities. The chemoselective probe was applied to the analysis of human fecal samples, resulting in the discovery of four metabolites previously unreported in this sample type and confirmation of the presence of medically relevant gut microbiota-derived metabolites.

A 3 - bromo -2 - nitrobenzaldehyde chemical synthesis method

The invention relates to a chemical synthesis method of 3-bromo-2-nitrobenzaldehyde. The chemical synthesis method is characterized by using 1,3-dibromo-2-nitrobenzene as a raw material and carrying out five-step reactions including substitution, decarboxylation, oxidation, reduction and hydroformylation, and comprises the following steps of adding 1,3-dibromo-2-nitrobenzene, dimethyl malonate and alkali to an organic solvent to react to prepare 2-(3-bromo-2-nitrobenzaldehyde)-dimethyl malonate; dissolving 2-(3-bromo-2-nitrobenzaldehyde)-dimethyl malonate obtained in the former step in a tetrahydrofuran or acetone solvent, and adding a hydrochloric acid solution to react to prepare 2-(3-bromo-2-nitrobenzaldehyde)-acetic acid; adding a sodium hydroxide water solution and potassium permanganate to react to obtain 3-bromo-2-nitrobenzoic acid; dissolving 3-bromo-2-nitrobenzoic acid in the tetrahydrofuran solvent, and adding borane tetrahydrofuran to react to obtain 3-bromo-2-nitrobenzyl alcohol; adding 3-bromo-2-nitrobenzyl alcohol to a dichloromethane or 1,2-dichloroethane solvent and adding manganese dioxide to react to prepare 3-bromo-2-nitrobenzaldehyde. The synthetic route has the advantages of low cost and high yield.

Stannylation and Stille Coupling of Base-Sensitive Tetrahydroxanthones to Heteromeric Biaryls

Herein, the synthesis of heteromeric tetrahydroxanthone biaryls is described, a widespread core structure of many natural products. The development of both stannylation and Stille coupling procedures of base-sensitive tetrahydroxanthones enabled their cou

Synthesis of hexacyclic parnafungin A and C models

A convergent, practical route to unstable hexacyclic parnafungin A and C models has been developed. Two iodoxanthones were prepared in four or five steps (33-50% overall yield). Suzuki-Miyaura coupling of the iodoxanthones with excess readily available 3-

Tunable emissive thin films through ICT photodisruption of nitro-substituted triarylamines

UV-assisted photocleavage in the solid state of orange emitting nitro-substituted triarylamines leads to the appearance of blue emission following photodisruption of the ICT state.