610-54-8

Basic information

• Product Name: 2,4-DINITROPHENETOLE
• Synonyms: 2,4-DINITROPHENETOLE;1-ETHOXY-2,4-DINITROBENZENE;2,4-Dinitro-1-ethoxy-benzene;2,4-Dinitrofenetol;2,4-dinitro-phenetol;2,4-Dinitrophenyl ethyl ether;2,4-dinitrophenylethylether;Phenetole, 2,4-dinitro-
• CAS NO: 610-54-8
• Molecular Formula: C₈H₈N₂O₅
• Molecular Weight: 212.16
• EINECS: 210-228-4
• Product Categories: Phenetole
• Mol File: 610-54-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 86 °C
• Boiling Point: 211 °C / 15mmHg
• Flash Point: 176.5°C
• Appearance: /
• Density: 1.4945 (rough estimate)
• Vapor Pressure: 5.02E-05mmHg at 25°C
• Refractive Index: 1.6180 (estimate)
• CAS DataBase Reference: 2,4-DINITROPHENETOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DINITROPHENETOLE(610-54-8)
• EPA Substance Registry System: 2,4-DINITROPHENETOLE(610-54-8)

Safety Data

• RTECS: SI7875000
• Hazardous Substances Data: 610-54-8(Hazardous Substances Data)

Usage

Definition

ChEBI: An aromatic ether comprised of phenetole substituted at C-2 and C-4 by nitro groups.

Purification Methods

Crystallise it from aqueous EtOH. The 1:1 naphthalene complex has m 41o and is obtained by fusing the compound with naphthalene in various ratios, then crystallizing the solidified mix with a little EtOH (Dermer & Smith J Am Chem Soc 61 748 1939). [Beilstein 6 H 254, 6 III 858, 6 IV 1373.]

InChI:InChI=1/C8H8N2O5/c1-2-15-8-4-3-6(9(11)12)5-7(8)10(13)14/h3-5H,2H2,1H3

Upstream product

• 619-86-3 4-(ethoxy)benzoic acid 
• 103-73-1 Phenetole 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 2363-36-2 (2,4-dinitro-phenyl)-(4-nitro-phenyl)-ether 
• 2388-07-0 lithium ethoxide 
• 141-52-6 sodium ethanolate 
• 917-58-8 potassium ethoxide 
• 2363-25-9 1-(4-methylphenoxy)-2,4-dinitrobenzene 
• 2486-07-9 2,4-dinitrophenyl phenyl ether 
• 2548-96-1 1-(4-chlorophenoxy)-2,4-dinitrobenzene 
• 2363-38-4 1-(m-chlorophenoxy)-2,4-dinitrobenzene 
• 1094-62-8 1-(4-acetophenoxy)-2,4-dinitrobenzene 
• 32101-47-6 1-(4-cyanophenoxy)-2,4-dinitrobenzene 
• 709-49-9 1-iodo-2,4-dinitrobenzene 

Downstream Products

• 5862-77-1 2,4-diamino-1-ethoxybenzene 
• 615-71-4 benzene-1,2,4-triamine 
• 99-65-0 meta-dinitrobenzene 
• 99842-11-2 (2,4-dinitro-phenyl)-isopentyl ether 
• 36400-76-7 (2,4-dinitro-phenyl)-isobutyl ether 
• 13417-44-2 n-Butyl 2,4-dinitrophenyl ether 
• 97-02-9 2,4-Dinitroanilin 
• 136-79-8 2-Amino-4-nitroethoxybenzen 
• 1777-87-3 4-ethoxy-3-nitroaniline 
• 51-28-5 2,4-Dinitrophenol 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 4732-14-3 2,4,6-trinitro-phenetole 
• 119-27-7 2,4-dinitroanisole 
• 10242-17-8 1-propoxy-2,4-dinitrobenzene 

Relevant articles and documents

SNAr reactions of 1-halo-2,4-dinitrobenzenes with alkali-metal ethoxides: Differential stabilization of ground state and transition state determines alkali-metal ion catalysis or inhibition

A kinetic study on SNAr reactions of 1-halo-2,4-dinitrobenzenes (6a-6d) with alkali-metal ethoxides (EtOM; M = Li, Na, K and 18-crown-6-ether-complexed K) is reported. The plots of pseudo-first-order rate constant (kobsd) vs. [EtOM]

Rationalising the effects of ionic liquids on a nucleophilic aromatic substitution reaction

The nucleophilic aromatic substitution reaction between 1-fluoro-2,4-dinitrobenzene and ethanol was examined in a series of ionic liquids across a range of mole fractions. Temperature-dependent kinetic analyses were undertaken to determine the activation parameters for this reaction at the highest mole fraction. As the mole fraction of ionic liquid was increased, the rate constant of the reaction also increased, however the microscopic origin of the rate enhancement was shown to be different between different ionic liquids and also between different solvent compositions. These results indicate a balance between microscopic interactions that result in the observed solvent effects and a qualitative method for analysing such interactions is introduced.

Novel Chloroimidazolium-Based Ionic Liquids: Synthesis, Characterisation and Behaviour as Solvents to Control Reaction Outcome

Novel ionic liquids containing chlorine atoms on the imidazolium cation were synthesised. The physicochemical properties of these ionic liquids were investigated extensively, including glass transition, melting and decomposition temperatures, density, vis