3402-74-2

Basic information

• Product Name: p-(p-nitrophenoxy)toluene
• Synonyms: p-(p-nitrophenoxy)toluene;1-Methyl-4-(4-nitrophenoxy)benzene
• CAS NO: 3402-74-2
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23134
• EINECS: 222-276-3
• Mol File: 3402-74-2.mol
• Article Data: 54

Chemical Properties

• Melting Point: 69°C
• Boiling Point: 371.13°C (rough estimate)
• Flash Point: 142°C
• Appearance: /
• Density: 1.2084 (rough estimate)
• Vapor Pressure: 0.00025mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• CAS DataBase Reference: p-(p-nitrophenoxy)toluene(CAS DataBase Reference)
• NIST Chemistry Reference: p-(p-nitrophenoxy)toluene(3402-74-2)
• EPA Substance Registry System: p-(p-nitrophenoxy)toluene(3402-74-2)

Safety Data

• Hazardous Substances Data: 3402-74-2(Hazardous Substances Data)

Usage

General Description

P-(p-nitrophenoxy)toluene, also known as nitrophenoxytoluene, is a chemical compound with the molecular formula C14H11NO3. It is a toluene derivative that contains a nitrophenyl ether functional group, which gives it a yellow color. p-(p-nitrophenoxy)toluene is mainly used as an intermediate in organic synthesis and in the manufacturing of dyes, pharmaceuticals, and agrochemicals. It is also used as a reagent in research laboratories for various organic transformations. Nitrophenoxytoluene is a potentially hazardous chemical and should be handled with care due to its toxic and flammable properties.

InChI:InChI=1/C13H11NO3/c1-10-2-6-12(7-3-10)17-13-8-4-11(5-9-13)14(15)16/h2-9H,1H3

Upstream product

• 1192-96-7 potassium p-cresolate 
• 100-00-5 4-chlorobenzonitrile 
• 350-46-9 4-Fluoronitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 106-44-5 p-cresol 
• 78-32-0 tri-p-cresyl phosphate 
• 1121-70-6 sodium 4-methylphenoxide 
• 824-78-2 4-nitrophenol sodium salt 
• 62790-85-6 tert-Butyl(dimethyl)-(4-methylphenoxy)silane 
• 17763-80-3 para-nitrophenyl triflate 
• 100-02-7 4-nitro-phenol 
• 352-32-9 p-fluorotoluene 
• 865-47-4 potassium tert-butylate 
• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 16309-45-8 4-(4-nitrophenoxy)benzoic acid 
• 105877-75-6 bis-(4-p-tolyloxy-phenyl)-diazene-N-oxide 
• 100381-53-1 (4-p-tolyloxy-phenyl)-hydrazine 
• 38100-81-1 (2-bromo-4-methyl-phenyl)-(4-nitro-phenyl)-ether 
• 2914-76-3 (4-methyl-2-nitro-phenyl)-(4-nitro-phenyl)-ether 
• 41295-20-9 4-(4-methylphenoxy)aniline 

Relevant articles and documents

Thermally stable and robust gadolinium-based metal-organic framework: Synthesis, structure and heterogeneous catalytic O-arylation reaction

Hydrothermal treatment of gadolinium nitrate and 2,6-naphthalenedicarboxylic acid (H2NDC) afforded a new metal-organic framework compound, {[Gd4(NDC)6(H2O)6]·2H2O}n(1). Compound 1 has been characterized by single-crystal X-ray crystallography, elemental analysis, FT-IR spectroscopy, therrmogravimetric analysis (TGA) and powder X-ray diffraction analysis. It is crystallized in the monoclinic system with the P21/n space group. Four crystallographically distinct Gd (III) centres are interconnected with each other through bridged carboxylato oxygen atoms and water molecules to form tetranuclear secondary building units, which are further connected through the carboxylato ligand and the network propagates along the crystallographic ac plane to form a 2D structure. Subsequent reinforcement from the remaining carboxylato oxygen atoms gives rise to a robust 3D framework structure. Thermogravimetric analysis demonstrates that compound 1 is fairly stable after dehydration under a nitrogen atmosphere. Notably, compound 1 is capable of catalyzing the O-arylation reaction efficiently between substituted phenols and bromoarene under heterogeneous conditions at 80 °C to afford unsymmetrical diarylethers.

CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions

Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].

Design of BNPs-TAPC Palladium Complex as a Reusable Heterogeneous Nanocatalyst for the O-Arylation of Phenols and N-Arylation of Amines

The thermally stable new heterogenous nanocatalyst BNPs@SiO2(CH2)3-TAPC-O-CH2CH2NH2-Pd(0) was synthesized, characterized and successfully applied in carbon-heteroatom (C–O and C–N) coupling reactions of aryl halides with phenols and amines. The formation of resultant nanocatalyst was approved by FT-IR, XRD, TGA, XPS and EDX techniques. The morphology of BNPs@SiO2(CH2)3-TAPC-O-CH2CH2NH2-Pd(0) was characterized using scanning and transmission electron microscopes. The leaching of palladium from the surface of the catalyst was studid by ICP-OES technique. Noteworthy, the highly active BNPs@SiO2(CH2)3-TAPC-O-CH2CH2NH2-Pd(0) can be easily recycled and reused for six times with negligible loss in its activity. Some remarkable advantages of this method are the shorter reaction times, milder conditions, no needs for an inert atmosphere, high yields and easy separation. Graphical Abstract: [Figure not available: see fulltext.].