158580-57-5

Basic information

• Product Name: METHYL 4-BROMO-2-NITROBENZOATE
• Synonyms: benzoic acid, 4-bromo-2-nitro-, methyl ester
• CAS NO: 158580-57-5
• Molecular Formula: C₈H₆BrNO₄
• Molecular Weight: 260.05
• Mol File: 158580-57-5.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 327.6°C at 760 mmHg
• Flash Point: 151.9°C
• Appearance: /
• Density: 1.673g/cm³
• Vapor Pressure: 0.0002mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 4-BROMO-2-NITROBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-BROMO-2-NITROBENZOATE(158580-57-5)
• EPA Substance Registry System: METHYL 4-BROMO-2-NITROBENZOATE(158580-57-5)

Safety Data

• Hazardous Substances Data: 158580-57-5(Hazardous Substances Data)

Usage

General Description

Methyl 4-bromo-2-nitrobenzoate is a chemical compound with the molecular formula C8H6BrNO4. It is a yellow crystalline substance that is commonly used in organic synthesis and pharmaceutical research. METHYL 4-BROMO-2-NITROBENZOATE is known for its nitro and ester functional groups, which are important for various chemical reactions. Methyl 4-bromo-2-nitrobenzoate is used as a building block in the preparation of various organic compounds, including pharmaceuticals, pesticides, and dyes. It is important to handle this chemical with care, as it can be hazardous if not properly handled and stored.

InChI:InChI=1/C8H6BrNO4/c1-14-8(11)6-3-2-5(9)4-7(6)10(12)13/h2-4H,1H3

Upstream product

• 99277-71-1 4-bromo-2-nitrobenzoic acid 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 

Downstream Products

• 135484-83-2 2-amino-4-bromo-benzoic acid methyl ester 
• 912575-10-1 2-nitro-4-vinyl-benzoic acid methyl ester 
• 4445-43-6 3-amino-[1,1'-biphenyl]-4-carboxylic acid 
• 890314-33-7 3-(3,5-dichlorobenzamido)[1,1’-biphenyl]-4-carboxylic acid 
• 52449-76-0 2-nitro-4-cyanobenzoic acid methyl ester 
• 1402238-34-9 methyl 2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 1198615-60-9 methyl 2-amino-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 

Relevant articles and documents

Tuning Lewis Acidity of Metal-Organic Frameworks via Perfluorination of Bridging Ligands: Spectroscopic, Theoretical, and Catalytic Studies

The Lewis acidity of metal-organic frameworks (MOFs) has attracted much research interest in recent years. We report here the development of two quantitative methods for determining the Lewis acidity of MOFs - based on electron paramagnetic resonance (EPR) spectroscopy of MOF-bound superoxide (O2?-) and fluorescence spectroscopy of MOF-bound N-methylacridone (NMA) - and a simple strategy that significantly enhances MOF Lewis acidity through ligand perfluorination. Two new perfluorinated MOFs, Zr6-fBDC and Zr6-fBPDC, where H2fBDC is 2,3,5,6-tetrafluoro-1,4-benzenedicarboxylic acid and H2fBPDC is 2,2′,3,3′,5,5′,6,6′-octafluoro-4,4′-biphenyldicarboxylic acid, were shown to be significantly more Lewis acidic than nonsubstituted UiO-66 and UiO-67 as well as the nitrated MOFs Zr6-BDC-NO2 and Zr6-BPDC-(NO2)2. Zr6-fBDC was shown to be a highly active single-site solid Lewis acid catalyst for Diels-Alder and arene C-H iodination reactions. Thus, this work establishes the important role of ligand perfluorination in enhancing MOF Lewis acidity and the potential of designing highly Lewis acidic MOFs for fine chemical synthesis.

INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION

A pharmaceutical composition comprising the compound of Formula Ia, Formula Ib, Formula Ic, or Formula Id, or a pharmaceutically acceptable salt thereof, is set forth. (Formula Ia), (Formula Ib), (Formula Ic), (Formula Id)

The Suzuki–Miyaura Cross-Coupling as the Key Step in the Synthesis of 2-Aminobiphenyls and 2,2'-Diaminobiphenyls: Application in the Synthesis of Schiff Base Complexes of Zn

2-Nitrophenylboronic acids serve as interesting starting materials for the construction of biphenyl- and terphenyl-based amines if subjected to the Suzuki–Miyaura reaction. Unfortunately, these boronic acids suffer from low reactivity in Suzuki reactions, alongside their low stability in the presence of Pd. Herein, a general method for the construction of 2-nitro-substituted bi- and terphenyls is presented, with special emphasis on the synthesis of 2-amino-2'-nitrobi- and terphenyls. Comparisons are made with other boronic acids that have some of the aforementioned issues. Finally, the application of the obtained 2-amino-2'-nitrobi- and terphenyls as starting materials for the synthesis of bi- and terphenyl based di- and triamines is encountered for, with emphasis on the use of these amines as precursors for Schiff base ligands. In addition, the synthesis of some Zn complexes of these ligands is presented.