610-67-3

Basic information

• Product Name: 2-NITROPHENETOLE
• Synonyms: 1-ethoxy-2-nitro-benzen;1-ETHOXY-2-NITROBENZENE;O-NITROPHENETOLE;Nitrophenetole;ORTHO-NITROPHENETOLE;2-Ethoxynitrobenzol;2-Ethoxynitrobenzene;2-Nitrophenylethylether
• CAS NO: 610-67-3
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• EINECS: 210-232-6
• Product Categories: Intermediates of Dyes and Pigments;Phenetole
• Mol File: 610-67-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 1.1°C
• Boiling Point: 275 °C
• Flash Point: 4 °C
• Appearance: /
• Density: 1.19
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.5410 to 1.5440
• CAS DataBase Reference: 2-NITROPHENETOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITROPHENETOLE(610-67-3)
• EPA Substance Registry System: 2-NITROPHENETOLE(610-67-3)

Safety Data

• Hazard Codes: Xi
• RTECS: SI7942000
• Hazardous Substances Data: 610-67-3(Hazardous Substances Data)

Usage

Description

2-Nitrophenetole, also known as o-Nitrophenetole, is an organic compound belonging to the nitrophenols family. It is a colorless to yellow liquid with a faint, sweet, floral odor. This chemical is primarily utilized in the synthesis of other organic compounds and serves as an intermediate in the production of pharmaceuticals, dyes, and perfumes. Additionally, it is employed as a flavoring agent in the food industry. However, it is important to note that 2-nitrophenetole is considered hazardous and can cause irritation to the eyes, skin, and respiratory system upon exposure, necessitating careful handling and the use of appropriate protective equipment.

Uses

Used in Pharmaceutical Industry:
2-Nitrophenetole is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the formation of complex organic molecules that are essential in medicinal chemistry.
Used in Dye Industry:
In the dye industry, 2-Nitrophenetole is used as an intermediate for the production of dyes, where its chemical properties allow for the creation of a wide range of colorants used in textiles and other applications.
Used in Perfume Industry:
2-Nitrophenetole is utilized as an intermediate in the production of perfumes, contributing to the development of unique fragrances due to its sweet, floral odor.
Used in Food Industry:
As a flavoring agent, 2-Nitrophenetole is used in the food industry to impart specific tastes and scents to various food products, enhancing their overall flavor profile.
It is crucial to handle 2-Nitrophenetole with caution due to its hazardous nature, ensuring that proper safety measures are in place to prevent irritation and potential health risks associated with exposure to this chemical.

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

Upstream product

• 75-00-3 chloroethane 
• 824-39-5 sodium o-nitrophenate 
• 86255-27-8 silver(I) 2-nitrophenoxide 
• 75-03-6 ethyl iodide 
• 64-17-5 ethanol 
• 88-73-3 2-Chloronitrobenzene 
• 56-23-5 tetrachloromethane 
• 6786-32-9 benzoyl nitrate 
• 103-73-1 Phenetole 
• 528-29-0 1,2-Dinitrobenzene 
• 125556-93-6 2-(2-Nitro-benzenesulfinyl)-pyridine 1-oxide 
• 88-75-5 2-hydroxynitrobenzene 
• 74-96-4 ethyl bromide 
• 563-17-7 potassium ethyl sulfate 

Downstream Products

• 860742-51-4 N-(4-chloro-2-ethoxyphenyl)acetamide 
• 127285-31-8 2-ethoxy-4-methoxy-aniline 
• 90-04-0 2-methoxy-phenylamine 
• 344296-52-2 2-ethoxy-6-methoxyaniline 
• 94-70-2 ortho-phenitidine 
• 62167-96-8 bis-(2-ethoxy-phenyl)-diazene-N-oxide 
• 139444-58-9 3-ethoxy-4-amino-phenol 
• 581-08-8 2'-ethoxyacetanilide 
• 20308-28-5 N-methyl-o-ethoxyaniline 
• 777793-89-2 2-(2-Ethoxy-phenylamino)-1-phenyl-propan-1-one 
• 68-81-5 iodinin 
• 69-48-7 phenazine-1,6-diol 
• 614-70-0 2-ethylaminophenol 
• 16790-23-1 N,N-Diethyl-2-ethoxyaniline 

Relevant articles and documents

Mustard Carbonate Analogues as Sustainable Reagents for the Aminoalkylation of Phenols

N,N-dialkyl ethylamine moiety can be found in numerous scaffolds of macromolecules, catalysts, and especially pharmaceuticals. Common synthetic procedures for its incorporation in a substrate relies on the use of a nitrogen mustard gas or on multistep syntheses featuring chlorine hazardous/toxic chemistry. Reported herein is a one-pot synthetic approach for the easy introduction of aminoalkyl chain into different phenolic substrates through dialkyl carbonate (β-aminocarbonate) chemistry. This new direct alcohol substitution avoids the use of chlorine chemistry, and it is efficient on numerous pharmacophore scaffolds with good to quantitative yield. The cytotoxicity via MTT of the β-aminocarbonate, key intermediate of this synthetic approach, was also evaluated and compared with its alcohol precursor.

Aryl Ether Syntheses via Aromatic Substitution Proceeding under Mild Conditions

In this study, mild conditions for aromatic substitutions during the syntheses of aryl ethers were developed. In the reaction conditions, the choices of solvent, base, and the sequence for the addition of the reagents proved important. A wide variety of alcohols were used directly as nucleophiles and smoothly reacted with aryl chlorides that possessed either a nitro or a cyano group at either the ortho- or para-position. Controlled experiments we performed suggested that the reaction underwent a charge-transfer process mediated by a combination of DMF and tert-BuOK.

Ipso-Nitrosation of arylboronic acids with chlorotrimethylsilane and sodium nitrite

Nitroso compounds are versatile reagents in synthetic organic chemistry. Herein, we disclose a feasible protocol for the ipso-nitrosation of aryl boronic acids using chlorotrimethylsilane-sodium nitrite unison as nitrosation reagent system.