103966-66-1

Basic information

• Product Name: 4-bromo-2-methoxy-1-nitrobenzene
• Synonyms: 4-bromo-2-methoxy-1-nitrobenzene;5-Bromo-2-nitroanisole;4-Bromo-2-methoxynitrobenzene;3-Methoxy-4-nitrobromobenzene;5-Bromo-1-methoxy-2-nitrobenzene;5-Bromo-2-nitrophenyl methyl ether;4-Bromo-2-methoxynitrobenzene, 5-Bromo-2-nitrophenyl methyl ether;Benzene, 4-broMo-2-Methoxy-1-nitro-
• CAS NO: 103966-66-1
• Molecular Formula: C₇H₆BrNO₃
• Molecular Weight: 232.04
• Mol File: 103966-66-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 91-92℃
• Boiling Point: 298.7±20.0 °C(Predicted)
• Appearance: /
• Density: 1.640
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-bromo-2-methoxy-1-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-2-methoxy-1-nitrobenzene(103966-66-1)
• EPA Substance Registry System: 4-bromo-2-methoxy-1-nitrobenzene(103966-66-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 7/9-22-36/37/39-51
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 103966-66-1(Hazardous Substances Data)

Usage

General Description

4-bromo-2-methoxy-1-nitrobenzene is a chemical compound with the molecular formula C7H6BrNO3. It is a nitroaromatic compound with a bromine substituent at the 4 position and a methoxy group at the 2 position of the benzene ring. 4-bromo-2-methoxy-1-nitrobenzene is commonly used in organic synthesis and pharmaceutical research as a precursor for the synthesis of various other organic compounds, including pharmaceutical drugs. It is also used as a building block for the synthesis of dyes, pigments, and agrochemicals. Additionally, 4-bromo-2-methoxy-1-nitrobenzene is a potential environmental pollutant and should be handled and disposed of with proper precautions to prevent harm to human health and the environment.

Upstream product

• 610-38-8 4-bromo-1,2-dinitrobenzene 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 2398-37-0 3-methoxyphenyl bromide 
• 321-23-3 4-bromo-2-fluoronitrobenzene 
• 27684-84-0 5-bromo-2-nitrophenol 
• 74-88-4 methyl iodide 
• 889849-21-2 (4-bromo-2-methoxyphenyl)boronic acid 

Downstream Products

• 1089281-45-7 3-[3-(methyloxy)-4-nitrophenyl]-2-propyn-1-ol 
• 883901-80-2 5-ethenyl-2-nitrophenyl methyl ether 
• 862855-85-4 2-methoxy-3-(3-methoxy-4-nitrophenyl)pyrazine 
• 59557-91-4 4-bromo-2-methoxyaniline 
• 1421371-97-2 4-bromo-2-methoxy-5-nitrobenzenamine 
• 1116228-85-3 4-(3-methoxy-4-nitro-phenyl)-1,2,3,6-tetrahydropyridine 
• 1625678-62-7 4-(3-methoxy-4-nitrophenyl)-1-methyl-1,2,3,6-tetrahydropyridine 
• 1116228-80-8 4-[1-(1-methylethyl)-1,2,3,6-tetrahydro-4-pyridinyl]-2-(methyloxy)aniline 
• 1116228-86-4 1-(1-methylethyl)-4-[3-(methyloxy)-4-nitrophenyl]-1,2,3,6-tetrahydropyridine 

Relevant articles and documents

Palladium-catalyzed aromatic C-H bond nitration using removable directing groups: Regiospecific synthesis of substituted o -nitrophenols from related phenols

A general and regiospecific transformation of substituted phenols into the related o-nitrophenols has been achieved via a three-step process involving the palladium-catalyzed chelation-assisted ortho-C-H bond nitration as the key step. In the process, 2-pyridinyloxy groups act as removable directing groups for the palladium-catalyzed ortho-nitration of substituted 2-phenoxypridines, and they can be readily removed in the subsequent conversion of the resulting 2-(2-nitrophenoxy)pyridines into 2-nitrophenols.

Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.

Preparation method of 2-amino-3-methoxy-5-bromobenzonitrile

The invention discloses a preparation method of 2-amino-3-methoxy-5-bromobenzonitrile. The method comprises the following steps: (1) reacting a compound (II) with sodium methoxide to generate a compound (III); (2) carrying out reduction treatment on the compound (III) to obtain a compound (IV); (3) reacting the compound (IV) with trichloroacetaldehyde hydrate and hydroxylamine hydrochloride to generate a compound (V); (4) reacting the compound (V) with concentrated sulfuric acid to generate a compound (VI); (5) preparing a compound (VII) from the compound (VI) under the conditions of hydrogenperoxide and sodium hydroxide; (6) reacting the compound (VII) with acyl chloride to generate a compound (VIII); (7) reacting the compound (VIII) with ammonia water to generate a compound (IX); and (8) reacting the compound (IX) in the presence of phosphorus pentoxide to generate 2-amino-3-methoxy-5-bromobenzonitrile. The preparation method provided by the invention is higher in yield.