16383-89-4

Basic information

• Product Name: 4-nitro-o-phenetidine
• Synonyms: 4-nitro-o-phenetidine;4-Nitro-o-phenetidine (NH2=1);2-Ethyoxy-4-nitroaniline;5-Nitro-2-amino-1-ethoxybenzene;Benzenamine, 2-ethoxy-4-nitro-;Einecs 240-431-3
• CAS NO: 16383-89-4
• Molecular Formula: C₈H₁₀N₂O₃
• Molecular Weight: 182.1766
• EINECS: 240-431-3
• Product Categories: Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;Nitro Compounds
• Mol File: 16383-89-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 369.4 °C at 760 mmHg
• Flash Point: 177.2 °C
• Appearance: COA
• Density: 1.264 g/cm³
• Vapor Pressure: 1.19E-05mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-nitro-o-phenetidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitro-o-phenetidine(16383-89-4)
• EPA Substance Registry System: 4-nitro-o-phenetidine(16383-89-4)

Safety Data

• Hazardous Substances Data: 16383-89-4(Hazardous Substances Data)

Usage

General Description

4-nitro-o-phenetidine is a chemical compound that belongs to the family of aniline compounds. It is characterized by its nitro group (NO2) and phenetidine (a type of aromatic amine) structure. 4-nitro-o-phenetidine has been largely used in scientific studies for its distinctive chemical properties. The presence of both nitro and phenetidine groups can make it highly reactive, and these properties can have diverse implications in contexts such as organic synthesis and pharmaceutical sciences. However, as with other nitro compounds and anilines, 4-nitro-o-phenetidine needs to be handled with appropriate safety measures due to its potential for toxicity and environmental harm.

InChI:InChI=1/C8H10N2O3/c1-2-13-8-5-6(10(11)12)3-4-7(8)9/h3-5H,2,9H2,1H3

Upstream product

• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 74-96-4 ethyl bromide 
• 64-17-5 ethanol 
• 29644-87-9 5-nitro-2-anisalamino-phenol 
• 121-88-0 5-Nitro-2-aminophenol 
• 581-08-8 2'-ethoxyacetanilide 
• 94-70-2 ortho-phenitidine 
• 160878-28-4 toluene-4-sulfonic acid o-phenetidide 
• 133070-80-1 2-(ethyloxy)-1,4-dinitrobenzene 
• 7697-37-2 nitric acid 
• 75-03-6 ethyl iodide 
• 324053-01-2 toluene-4-sulfonic acid-(2-ethoxy-4-nitro-anilide) 
• 116496-76-5 4-acetamido-3-ethoxynitrobenzene 

Downstream Products

• 106981-60-6 2-(2-ethoxy-4-nitrophenyl)-1H-isoindol-1,3(2H)-dione 
• 342043-32-7 toluene-4-sulfonic acid-(2-ethoxy-N-methyl-4-nitro-anilide) 
• 105169-17-3 C₂₀H₂₁N₅O₇S 
• 105169-01-5 N¹-(1,1-Dioxo-1H-1λ⁶-benzo[d]isothiazol-3-yl)-2-ethoxy-benzene-1,4-diamine 
• 105168-96-5 (1,1-Dioxo-1H-1λ⁶-benzo[d]isothiazol-3-yl)-(2-ethoxy-4-nitro-phenyl)-amine 
• 324053-01-2 toluene-4-sulfonic acid-(2-ethoxy-4-nitro-anilide) 
• 13027-44-6 N,N'-(ethoxy-p-phenylene)-bis-benzamide 
• 102236-22-6 1-chloro-2-ethoxy-4-nitrobenzene 

Relevant articles and documents

PH triggered smart organogel from DCDHF-Hydrazone molecular switch

The design, synthesis and photophysical properties of a Low Molecular Weight pH-responsive Gelator (LMWG) based on alkoxy group functionalized DCDHF-Hydrazones (DCDHF-H) are described. A straightforward synthesis of DCDHF-Hydrazone (DCDHF-H) chromophores was achieved via simple azo-coupling starting from 2-(dicyanomethylene)-2,5-dihydro-4,5,5-trimethylfuran-3-carbonitrile and alkoxy bearing aryl diazonium chloride derivatives. The DCDHF-H efficiently gelate selected organic solvents and reversibly respond to pH stimuli with a gel-sol conversion and an associated color change from yellow to purple. Self-assembly of these molecules, as indicated by X-ray crystallography, occurs via cooperative π-π stacking and van der Waals interactions producing gelation in some pure and mixed organic solvents. Furthermore, the presence of acidic or alkaline gases leads to a dramatic change in the rheological properties with potential applications in areas such as gas detection devices and drug release systems. Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) studies of the xerogels obtained from n-propanol provide visual images revealing the formation of fibrous nanostructures.

A convenient method to aniline compounds using microwave-assisted transfer hydrogenation

The reduction of mononitro and dinitro aromatic compounds to their aniline analogues using microwave-assisted transfer hydrogenation has been demonstrated. The optimised conditions used, with some examples, are described herein. Georg Thieme Verlag Stuttgart.

Quinone Imine Route to Benzimidazol-2-ylcarbamates. Part 3. Effect of Extension of Conjugation in the Quinone Imine.

5-Aminobenzimidazol-2-ylcarbamates (11) and (17), in which the amine is linked to position 3 of 1,2-benzisothiazole 1,1-dioxide have been synthesised in good yields from the guanidines (10) and (16) by oxidative cyclisation.The cyclisation is regiospecific.It is likely that quinone imines with extended conjugation are intermediates in this reaction.