57559-52-1

Basic information

• Product Name: 4-Methoxy-2-nitrobenzyl bromide
• Synonyms: 4-Methoxy-2-nitrobenzyl bromide;1-(broMoMethyl)-4-Methoxy-2-nitrobenzene;2-Bromomethyl-5-methoxynitrobenzene;Benzene,1-(broMoMethyl)-4-Methoxy-2-nitro-;-4-methoxy-2-nitrobenzene
• CAS NO: 57559-52-1
• Molecular Formula: C₈H₈BrNO₃
• Molecular Weight: 246.05802
• Mol File: 57559-52-1.mol
• Article Data: 25

Chemical Properties

• Melting Point: 66.5℃ (ethanol )
• Boiling Point: 330.5 °C at 760 mmHg
• Flash Point: 153.7 °C
• Appearance: /
• Density: 1.589±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000319mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Methoxy-2-nitrobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxy-2-nitrobenzyl bromide(57559-52-1)
• EPA Substance Registry System: 4-Methoxy-2-nitrobenzyl bromide(57559-52-1)

Safety Data

• Hazardous Substances Data: 57559-52-1(Hazardous Substances Data)

Usage

Description

4-Methoxy-2-nitrobenzyl bromide is a chemical compound characterized by the molecular formula C8H8BrNO4. It is a pale yellow solid that is distinguished by the presence of methoxy and nitro groups on its benzene ring. 4-Methoxy-2-nitrobenzyl bromide is recognized for its utility in organic synthesis, particularly as a protecting group for alcohols and phenols, and as a building block in the creation of pharmaceuticals and agrochemicals. Its antimicrobial properties also suggest potential applications in the development of new antimicrobial agents. However, due to its reactivity and potential hazards, careful handling is advised.

Uses

Used in Organic Synthesis:
4-Methoxy-2-nitrobenzyl bromide is used as a reagent in organic synthesis for its ability to serve as a protecting group for alcohols and phenols. This function is crucial in preventing unwanted reactions during the synthesis process, thereby facilitating the production of desired compounds.
Used in Pharmaceutical and Agrochemical Synthesis:
As a building block, 4-Methoxy-2-nitrobenzyl bromide is utilized in the synthesis of various pharmaceuticals and agrochemicals. Its structural features make it a valuable component in the development of new and effective compounds for medical and agricultural applications.
Used in Antimicrobial Agent Development:
4-Methoxy-2-nitrobenzyl bromide is used as a potential antimicrobial agent due to its reported antimicrobial activity. This property is significant for the development of new antimicrobials to combat resistant strains and improve public health.
Used in Research and Development:
In the scientific community, 4-Methoxy-2-nitrobenzyl bromide is used as a research tool to explore new chemical reactions and mechanisms, contributing to the advancement of organic chemistry and related fields.

InChI:InChI=1/C8H8BrNO3/c1-13-7-3-2-6(5-9)8(4-7)10(11)12/h2-4H,5H2,1H3

Upstream product

• 33844-21-2 2-nitro-4-methoxybenzoic acid 
• 22996-21-0 4-methoxy-2-nitro-benzaldehyde 
• 22996-23-2 (4-methoxy-2-nitro-phenyl)-methanol 
• 2042-14-0 4-methyl-5-nitrophenol 
• 106-44-5 p-cresol 
• 16296-53-0 4-methyl-3-nitrophenyl methanesulfonate 
• 77-78-1 dimethyl sulfate 
• 17484-36-5 4-Methyl-3-nitroanisole 

Downstream Products

• 1290617-54-7 tert-butyl N-(diphenylmethylidene)-O-methyl-2-nitro-L-tyrosinate 
• 886443-07-8 (S,Z)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((5-methoxy-2-(3,4,5-trimethoxystyryl)phenyl)amino)-3-oxopropyl acetate 
• 519060-25-4 (Z)-2-(2'-nitro-4'-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene 
• 519060-26-5 (Z)-2-(2'-amino-4'-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)ethene 
• 223787-44-8 4-methoxy-2-nitrobenzoylphosphonic acid diethyl ester 
• 179104-52-0 4-Methoxy-2-nitrobenzyl methyl ether 
• 22996-21-0 4-methoxy-2-nitro-benzaldehyde 
• 605668-99-3 2-(2-amino-ethyl)-5-methoxy-phenylamine 
• 101080-02-8 1-(chloromethyl)-4-methoxy-2-nitrobenzene 
• 911416-43-8 5-methoxy-2-(2-methylaminoethyl)phenylamine hydrochloride 
• 911416-42-7 [2-(4-methoxy-2-nitro-phenyl)-ethyl]-methyl-carbamic acid tert-butyl ester 
• 911416-41-6 [2-(4-methoxy-2-nitrophenyl)ethyl]carbamic acid tert-butyl ester 
• 911416-52-9 4-methoxy-1-(2-methyl-2-nitro-propyl)-2-nitro-benzene 
• 911416-53-0 2-(2-amino-2-methyl-propyl)-5-methoxy-phenylamine 

Relevant articles and documents

Efficient cosubstrate enzyme pairs for sequence-specific methyltransferase-directed photolabile caging of DNA

Supplemented with synthetic surrogates of their natural cosubstrate S-adenosyl-l-methione (AdoMet), methyltransferases represent a powerful toolbox for the functionalization of biomolecules. By employing novel cosubstrate derivatives in combination with p

Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds

A palladium-catalyzed reductive cyclization of nitroarenes has been designed to construct sp3-C-NHAr bonds from sp3-C-H bonds by using an enolizable nucleophile to intercept a nitrosoarene intermediate. Exposure of ortho-substituted nitroarenes to 5 mol ?% of Pd(OAc)2 and 10 mol ?% of phenanthroline under 2 atm of CO constructs partially saturated 5-, 6-, or 7-membered N-heterocycles using α-pyridyl carboxylates, malonates, 1,3-dimethylbarbituric acid, 1,3-diones, or difurans as the nucleophile.

Discovery of Novel Indazole Derivatives as Highly Potent and Selective Human β3-Adrenergic Receptor Agonists with the Possibility of Having No Cardiovascular Side Effects

Novel indazole derivatives were prepared and evaluated for their biological activity and cardiovascular safety profile as human β3-adrenergic receptor (AR) agonists. Although the initial hit compound 5 exhibited significant β3-AR agonistic activity (EC50 = 21 nM), it also exhibited agonistic activity at the α1A-AR (EC50 = 219 nM, selectivity: α1A/β3 = 10-fold). The major metabolite of 5, which was an oxidative product at the indazole 3-methyl moiety, gave a clue to a strategy for improvement of the selectivity for β3-AR agonistic activity versus α1A-AR agonistic activity. Thus, modification of the 3-substituent of the indazole moiety effectively improved the selectivity to develop compound 11 with potent β3-AR agonistic activity (EC50 = 13 nM) and high selectivity (α1A/β3 = >769-fold). Compound 11 was also inactive toward β1 and β2-ARs and showed dose dependent β3-AR mediated relaxation of marmoset urinary bladder smooth muscle, while it did not obviously affect heart rate or blood pressure (iv, 3 mg/kg) in anesthetized rats.