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
• Article Data: 6

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

General Description

3-Bromo-2-nitro-benzoic acid is a chemical compound with the molecular formula C7H4BrNO4. It is a yellow crystalline solid that is used in the synthesis of various organic compounds. 3-BROMO-2-NITRO-BENZOIC ACID is primarily used as an intermediate in the manufacture of pharmaceuticals, dyes, and other organic chemicals. It is known for its strong nitro and carboxylic acid groups, which make it a reactive compound in organic synthesis. The compound is also known for its potential toxic effects and should be handled with caution. Overall, 3-Bromo-2-nitro-benzoic acid is an important chemical used in the production of various organic compounds with potential applications in pharmaceutical and other industries.

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.

-

-

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