31574-13-7

Basic information

• Product Name: 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene
• CAS NO: 31574-13-7
• Molecular Formula: C₁₄H₁₃NO₄
• Molecular Weight: 259.2573
• Mol File: 31574-13-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 423.5°C at 760 mmHg
• Flash Point: 188.1°C
• Density: 1.234g/cm³
• Vapor Pressure: 5.47E-07mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene(31574-13-7)
• EPA Substance Registry System: 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene(31574-13-7)

Safety Data

• Hazardous Substances Data: 31574-13-7(Hazardous Substances Data)

Usage

Physical appearance

White crystalline solid This compound appears as a white, crystalline solid substance.

Usage in pharmaceuticals and agrochemicals

Production 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene is used in the production of various pharmaceuticals and agrochemicals due to its chemical properties.

Chemical structure

Benzene ring with methoxy and nitro groups The compound has a benzene ring core with a methoxy group (-OCH3) and a nitro group (-NO2) attached to it.

Additional functional group

Phenoxy methyl group Along with the methoxy and nitro groups, 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene also has a phenoxy methyl group (-OCH2C6H4) in its structure.

Organic synthesis

Building block This compound is commonly used as a building block in organic synthesis, making it a versatile chemical in the creation of other compounds.

Medical properties

Anti-inflammatory and analgesic 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene is known to exhibit anti-inflammatory and analgesic (pain-relieving) properties.

Intermediate in chemical synthesis

Dyes and pigments The compound is also used as an intermediate in the synthesis of other chemicals, such as dyes and pigments.

Precaution

Potential hazards to human health and environment It is important to handle 1-methoxy-4-[(4-nitrophenoxy)methyl]benzene with caution, as it may pose hazards to both human health and the environment.

Upstream product

• 25506-37-0 4-methoxybenzyl (4-nitrophenyl) carbonate 
• 100-02-7 4-nitro-phenol 
• 824-94-2 p-methoxybenzyl chloride 
• 2746-25-0 p-Methoxybenzyl bromide 
• 104-93-8 p-methylanizole 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 105-13-5 4-Methoxybenzyl alcohol 
• 824-78-2 4-nitrophenol sodium salt 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 53234-92-7 4-(4-methoxybenzoxy)phenyl amine 
• 100-02-7 4-nitro-phenol 
• 83318-92-7 ethyl p-methoxybenzyl sulfide 

Relevant articles and documents

Method for synthesizing aryl benzyl ether compound

The invention discloses a method for synthesizing aryl benzyl ether compounds, which comprises the following steps: by using an iron (III) complex containing 1, 3-di-tert-butyl imidazole cations and having a molecular formula of [(tBuNCH = CHNtBu) CH] [FeBr4] as a catalyst and di-tert-butyl peroxide as an oxidant, carrying out oxidative coupling reaction on phenolic compounds and toluene compounds to synthesize the corresponding aryl benzyl ether compounds. The method is the first example for preparing the aryl benzyl ether compound through the oxidative coupling reaction of the phenolic compound and the toluene compound, which is realized by an iron-based catalyst, and has the advantages of atom economy, environmental friendliness and good substrate applicability.

Structure based design, synthesis, and biological evaluation of imidazole derivatives targeting dihydropteroate synthase enzyme

In this study, we have designed and synthesized 2-((5-acetyl-1-(phenyl)-4-methyl-1H-imidazol-2-yl)thio)-N-(4-((benzyl)oxy)phenyl) acetamide derivatives. Antimicrobial activities of all the imidazole derivatives have been examined against Gram-positive and Gram-negative bacteria and results showed that the conjugates have appreciable antibacterial activity. Besides, several analogous were evaluated for their in vitro antiresistant bacterial strains such as Extended-spectrum beta-lactamases (ESBL), Vancomycin-resistant Enterococcus (VRE), and Methicillin-resistant Staphylococcus aureus (MRSA). The SAR revealed that the 12l compound resulted in potency against all bacterial strains as well as ESBL, VRE, and MRSA strains. Lipinski's rule of five, and ADME studies were preformed for all the synthesized compounds with Staphylococcus aureus dihydropteroate synthase (saDHPS) protein (PDB ID: 6CLV) and were found standard drug-likeness properties of conjugates. Moreover, the binding mode of the ligands with the protein study has been examined by molecular docking and results are quite promising. Besides, all the analogous were tested for their in vitro antituberculosis, antimalarial, and antioxidant activity.

Applicability of aluminum amalgam to the reduction of arylnitro groups

An array of arylnitro compounds with various functionality were treated with freshly-prepared aluminum amalgam in THF/water solution and resulted in the corresponding arylamines. The Al(Hg)-mediated reductions are relatively rapid with consumption of the amalgam and disappearance of starting material occurring over 20–30 min. The workup of the reductions involves only removal of the insoluble by-products by filtration followed by concentration. Only in some cases is chromatography required to secure the pure product. The desired arylamines are furnished in quantities of 25–100 mg, which in some cases, could be taken on to the next reaction without further purification. Reductions of 4-nitrobenzyl derivatives of carbohydrates or nucleosides were selective in affording the corresponding 4-aminobenzyl products. To show applicability in click chemistry, selected aminobenzyl products are directly azidated to yield products that were then used in click reactions to afford the corresponding 1,2,3-triazoles.