1145-76-2

Basic information

• Product Name: 1-BENZYLOXY-4-NITROBENZENE
• Synonyms: 4-BENZYLOXY-1-NITROBENZENE;1-BENZYLOXY-4-NITROBENZENE;BENZYL (4-NITROPHENYL) ETHER;AURORA 19374;4-Benzyloxynitrobenzene;Benzene, 1-nitro-4-(phenylmethoxy)-;Benzyl p-nitrophenyl ether;Ether, benzyl p-nitrophenyl
• CAS NO: 1145-76-2
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23
• EINECS: 214-545-9
• Mol File: 1145-76-2.mol
• Article Data: 68

Chemical Properties

• Melting Point: 105.0 to 109.0 °C
• Boiling Point: 386.2°C at 760 mmHg
• Flash Point: 176°C
• Appearance: /
• Density: 1.232g/cm³
• Vapor Pressure: 7.99E-06mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-BENZYLOXY-4-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYLOXY-4-NITROBENZENE(1145-76-2)
• EPA Substance Registry System: 1-BENZYLOXY-4-NITROBENZENE(1145-76-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1145-76-2(Hazardous Substances Data)

Usage

General Description

1-Benzyloxy-4-nitrobenzene is a chemical compound with the molecular formula C13H11NO3. It is a yellow crystalline solid that is primarily used in organic synthesis as a building block for various compounds, particularly in the pharmaceutical industry. It is synthesized by the nitration of 1-benzyloxy-4-nitrobenzene with a mixture of sulfuric and nitric acids. 1-Benzyloxy-4-nitrobenzene is an important intermediate for the production of various pharmaceuticals, dyes, and other organic compounds. It is important to handle 1-benzyloxy-4-nitrobenzene with care as it is toxic and can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C13H11NO3/c15-14(16)12-6-8-13(9-7-12)17-10-11-4-2-1-3-5-11/h1-9H,10H2

Upstream product

• 946-80-5 (benzyloxy)benzene 
• 100-02-7 4-nitro-phenol 
• 100-39-0 benzyl bromide 
• 14609-74-6 p-nitrophenolate 
• 100-44-7 benzyl chloride 
• 53772-44-4 benzyloxydiphenylphosphine 
• 121-69-7 N,N-dimethyl-aniline 
• 1124-31-8 potassium 4-nitrophenolate 
• 3204-68-0 benzyldimethylphenylammonium chloride 
• 108-88-3 toluene 
• 3002-48-0 tetra-n-butylammonium p-nitrophenoxide 
• 905718-45-8 [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] 
• 100-51-6 benzyl alcohol 
• 87100-28-5 pinacol benzylboronate 

Downstream Products

• 6373-46-2 p-benzyloxyaniline 
• 51388-20-6 4-benzyloxyaniline hydrochloride 
• 41005-18-9 bis(4-benzyloxyphenyl)diazene 
• 123-30-8 4-amino-phenol 
• 101653-61-6 4,4-bis(phenylmethoxy)azoxybenzene 
• 15566-30-0 5-benzyloxy-2-nitrophenylacetonitrile 
• 4279-47-4 (2,4-dinitro-phenyl)-(4-nitro-benzyl)-ether 
• 861319-93-9 (2,4-dinitro-phenyl)-(2-nitro-benzyl)-ether 
• 52068-30-1 4-benzyloxyphenylhydrazine hydrochloride 
• 221229-92-1 ethyl 8-(benzyloxy)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate 

Relevant articles and documents

The Nucleophilic Ring-opening of N-Benzylquinuclidinium Bromide

N-Benzylquinuclidinium bromide was ring opened by a series of heteronucleophiles, in the presence of cesium carbonate, to yield the corresponding N-benzyl-4-(2-hetero-ethyl)piperidines. The best yields were found with thiophenol (56%), phenol (55%), and benzimidazole (38%) as nucleophiles.

Ionic liquid as an efficient promoting medium for two-phase nucleophilic displacement reactions

The use of the room temperature ionic liquid (RTIL) 1-n-butyl-3-methylimidazolium hexafluorophosphate as an efficient catalyst and solvent for several representative nucleophilic substitution reactions under aqueous-RTIL phase transfer conditions was explored. Recycling and reuse of the reaction medium was demonstrated for the azide formation.

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DEMETHYLATION STUDIES. IV. THE IN VITRO AND IN VIVO CLEAVAGE OF ALKYL-

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Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst

The reduction of nitroarenes to anilines as well as azobenzenes to hydrazobenzenes using a single base-metal catalyst is reported. The hydrogenation reactions are performed with an air-and moisture-stable manganese catalyst and proceed under relatively mild reaction conditions. The transformation tolerates a broad range of functional groups, affording aniline derivatives and hydrazobenzenes in high yields. Mechanistic studies suggest that the reaction proceeds via a bifunctional activation involving metal-ligand cooperative catalysis.

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.