100-29-8

Basic information

• Product Name: 4-NITROPHENETOLE
• Synonyms: P-NITROPHENETOLE;4-NITROPHENETOL;4-NITROPHENETOLE;1-ETHOXY-4-NITROBENZENE;1-ethoxy-4-nitro-benzen;4-Ethoxynitrobenzene;4-Nitroethoxy-benzene;4-Nitrophenylethylether
• CAS NO: 100-29-8
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• EINECS: 202-837-9
• Product Categories: Phenetole
• Mol File: 100-29-8.mol
• Article Data: 55

Chemical Properties

• Melting Point: 56-60 °C
• Boiling Point: 112-115 °C (3 mmHg)
• Flash Point: 134.1°C
• Appearance: brown crystalline solid
• Density: 1.1176
• Vapor Pressure: 0.00555mmHg at 25°C
• Refractive Index: 1.5475 (estimate)
• Stability: Stable. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: 4-NITROPHENETOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENETOLE(100-29-8)
• EPA Substance Registry System: 4-NITROPHENETOLE(100-29-8)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25-22
• RTECS: DA0600000
• Hazardous Substances Data: 100-29-8(Hazardous Substances Data)

Usage

Chemical Properties

brown crystalline solid

Uses

Dyes and other intermediates.

Synthesis Reference(s)

Canadian Journal of Chemistry, 57, p. 1887, 1979 DOI: 10.1139/v79-299Journal of the American Chemical Society, 88, p. 1839, 1966 DOI: 10.1021/ja00960a062

InChI:InChI=1/C8H9NO3/c1-2-12-8-5-3-7(4-6-8)9(10)11/h3-6H,2H2,1H3

Upstream product

• 100-02-7 4-nitro-phenol 
• 78-39-7 Triethyl orthoacetate 
• 122-52-1 triethyl phosphite 
• 74-96-4 ethyl bromide 
• 100-25-4 para-dinitrobenzene 
• 151-50-8 potassium cyanide 
• 64-17-5 ethanol 
• 780-69-8 triethoxyphenylsilane 
• 586-78-7 para-nitrophenyl bromide 
• 2976-30-9 1-methanesulfonyl-4-nitrobenzene 
• 699-08-1 1-ethoxy-4-iodobenzene 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 105-58-8 Diethyl carbonate 
• 109-63-7 boron trifluoride diethyl etherate 

Downstream Products

• 156-43-4 4-Ethoxyaniline 
• 100-02-7 4-nitro-phenol 
• 62-44-2 4-ethoxyacetanilide 
• 1864-93-3 N,N-dimethyl-p-phenetidine 
• 1234-30-6 N,N'-bis-(4-ethoxy-phenyl)-thiourea 
• 60457-49-0 N-(4-ethoxy-phenyl)-p-phenylenediamine 
• 19315-64-1 N-hydroxyphenacetin 
• 637-56-9 4-ethoxyaniline hydrochloride 
• 1034-25-9 4,4'-diethoxyhydrazobenzene 
• 873967-28-3 C₂₂H₂₉NO₂ 
• 49798-54-1 2-[(4-Ethoxy-3-isobutoxymethyl-phenylamino)-methylene]-malonic acid diethyl ester 
• 49798-53-0 4-Ethoxy-3-isobutoxymethyl-phenylamine 

Relevant articles and documents

Nucleophilic aromatic cine-substitution of hydrogen: The ionic liquid-promoted von Richter reaction

Conversion of 4-R-nitrobenzenes into 3-R-benzoic acids under the action of KCN in the EtOH-H2O mixture (the von Richter reaction) is significantly accelerated by ionic liquids thus allowing to extend the scope of the reaction. The finding is pi

Ethoxylation of o, p-nitrochlorobenzene using phase transfer catalysts by microwave irradiation

Microwave irradiation is very efficient to accelerate the rate of ethoxylation of o, p - nitrochlorobenzene. The enhancement of reaction rate is 144-240 fold

Die Herstellung von Nitrophenetol aus Nitrochlorbenzol

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Preparation method of p-nitrophenetole and special loop reactor

The invention discloses a preparation method of p-nitrophenetole, which takes p-nitrochlorobenzene, sodium hydroxide and ethanol as raw materials to perform etherification reaction to prepare the p-nitrophenetole. Wherein p-nitrophenetole is prepared by a

Valorisation of urban waste to access low-cost heterogeneous palladium catalysts for cross-coupling reactions in biomass-derived γ-valerolactone

Herein we report a simple protocol for the valorisation of a common urban biowaste. The lignocellulosic biomass obtained after the pre-treatment of pine needle urban waste is efficiently transformed into a low-cost support (PiNe) for the immobilization of Pd nanoparticles. The final Pd/PiNe heterogeneous catalyst features a small particle size (4.5 nm) and a metal loading (9.9 wt%) comparable with most commercially available and generally used counterparts. In this contribution, we tested the catalytic efficiency of the Pd/PiNe system in two representative cross-couplings, Heck and Hiyama reactions, and compared the results obtained with commercial Pd/C catalyst. The good reactivity in the biomass-derived solvent (GVL) confirms that the Pd/PiNe heterogeneous catalyst is a valid system that can be integrated into a waste valorization chain within a circular economy approach. In addition, the efficiency of the catalyst has also been extended to perform the challenging consecutive Hiyama-Heck reaction to afford differently substituted (E)-1,2-diarylethenes.