56520-98-0

Basic information

• Product Name: 4-ethyl-2-nitrophenol
• Synonyms: 4-ethyl-2-nitrophenol;Einecs 260-239-3;Phenol, 4-ethyl-2-nitro-;2-Nitro-4-ethylphenol
• CAS NO: 56520-98-0
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16196
• EINECS: 260-239-3
• Mol File: 56520-98-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 267°Cat760mmHg
• Flash Point: 116.8°C
• Appearance: /
• Density: 1.261g/cm³
• Vapor Pressure: 0.00509mmHg at 25°C
• Refractive Index: 1.582
• CAS DataBase Reference: 4-ethyl-2-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ethyl-2-nitrophenol(56520-98-0)
• EPA Substance Registry System: 4-ethyl-2-nitrophenol(56520-98-0)

Safety Data

• Hazardous Substances Data: 56520-98-0(Hazardous Substances Data)

Usage

General Description

4-Ethyl-2-nitrophenol is a chemical compound with the molecular formula C8H9NO3, consisting of a nitro group and a phenolic group attached to a benzene ring. It is a yellow crystalline solid that is used as a raw material in the production of dyes and pharmaceuticals. It is a nitrophenol derivative, which are commonly used as raw materials in the synthesis of agrochemicals, pharmaceuticals, and dyes. 4-ethyl-2-nitrophenol has been found to be toxic to aquatic life and may cause long-term adverse effects in the environment. It is important to handle this chemical with caution and to follow proper safety protocols when working with it.

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

Upstream product

• 123-07-9 4-Ethylphenol 

Downstream Products

• 94109-11-2 2-amino-4-ethylphenol 
• 256519-15-0 2-Chloro-5-ethyl-benzooxazole 
• 1026399-04-1 2-(4-Ethyl-2-nitro-phenoxy)-2-methyl-propionaldehyde 
• 28730-68-9 4-ethyl-2-nitro-anisole 

Relevant articles and documents

Nitration method for aryl phenol or aryl ether derivative

The invention relates to a nitration method for an aryl phenol or aryl ether derivative. The method comprises the steps of stirring an aryl phenol or aryl ether compound, nitrate, trimethylchlorosilane (TMSCl) and a copper salt in an acetonitrile solution in air at room temperature, simultaneously, monitoring extent of reaction through a TLC dot plate, removing a solvent from a mixture by a rotaryevaporator after a substrate is consumed completely, and carrying out purification through a silica-gel column, thereby obtaining a nitroolefin derivative. Meanwhile, the selective mono-nitration orbis-nitration of the substrate can be achieved through controlling equivalent weight of the nitrate. Compared with the prior art, the nitration method disclosed by the invention has the advantages that the consumption of strong-acid substances is avoided, the reaction conditions are mild, the yield is high, the applicable range of the substrate is wide, reaction activity is free of obvious attenuation after an amplified reaction, and an excellent yield is still obtained, so that the method has an obvious industrial application value.

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.

Reduction of the nitro group to amine by hydroiodic acid to synthesize o-aminophenol derivatives as putative degradative markers of neuromelanin

Neuromelanin (NM) is produced in dopaminergic neurons of the substantia nigra (SN) and in noradrenergic neurons of the locus coeruleus (LC). The synthesis of NM in those neurons is a component of brain aging and there is the evidence that this pigment can be involved in the pathogenesis of neurodegenerative diseases such as Parkinson's disease. NM is believed to derive from the oxidative polymerization of dopamine (DA) or norepinephrine (NE) with the participation of cysteine, dolichols and proteins. However, there are still unknown aspects in the chemical structure of NM from SN (SN-NM) and LC (LC-NM). In this study, we designed a new method to synthesize o-aminophenol compounds as putative degradation products of catecholamines and their metabolites which may be incorporated into NM. Those compounds are aminohydroxyphenylethylamine (AHPEA) isomers, aminohydroxyphenylacetic acid (AHPAA) isomers and aminohydroxyethylbenzene (AHEB) isomers, which are expected to arise from DA or NE, 3,4-dihydroxyphenylacetic acid (DOPAC) or 3,4-dihydroxyphenylmandelic acid (DOMA) and 3,4-dihydroxyphenylethanol (DOPE) or 3,4- dihydroxyphenylethyleneglycol (DOPEG), respectively. These o-aminophenol compounds were synthesized by the nitration of phenol derivatives followed by reduction with hydroiodic acid (HI), and they could be identified by HPLC in HI hydrolysates of SN-NM and LC-NM. This degradative approach by HI hydrolysis allows the identification of catecholic precursors unique to SN-NM and LC-NM, which are present in catecholaminergic neurons.