1033-01-8

Basic information

• Product Name: N-(2,4-Dinitrophenyl)-p-toluidine
• Synonyms: 2,4-Dinitro-4'-methyldiphenylamine;N-(2,4-Dinitrophenyl)-p-toluidine;N-(4-Methylphenyl)-2,4-dinitroaniline;(2,4-Dinitro-phenyl)-p-tolyl-amine
• CAS NO: 1033-01-8
• Molecular Formula: C₁₃H₁₁N₃O₄
• Molecular Weight: 273.2441
• Mol File: 1033-01-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 429.4°Cat760mmHg
• Flash Point: 213.5°C
• Appearance: /
• Density: 1.398g/cm³
• Vapor Pressure: 1.41E-07mmHg at 25°C
• Refractive Index: 1.676
• CAS DataBase Reference: N-(2,4-Dinitrophenyl)-p-toluidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-Dinitrophenyl)-p-toluidine(1033-01-8)
• EPA Substance Registry System: N-(2,4-Dinitrophenyl)-p-toluidine(1033-01-8)

Safety Data

• Hazardous Substances Data: 1033-01-8(Hazardous Substances Data)

Usage

Description

N-(2,4-Dinitrophenyl)-p-toluidine is a chemical compound that serves as a reagent in analytical chemistry, specifically for the detection of carbonyl compounds. It is characterized by its ability to react with the carbonyl functional group, leading to the formation of a highly colored derivative that is easily observable and measurable. This property makes it a valuable tool in the qualitative analysis of aldehydes and ketones. However, it is also recognized for its toxic and irritant properties, necessitating careful handling and adherence to safety protocols.

Uses

Used in Analytical Chemistry:
N-(2,4-Dinitrophenyl)-p-toluidine is used as a detection reagent for identifying the presence of carbonyl compounds, such as aldehydes and ketones. Its application is based on the formation of a colored derivative upon reaction with the carbonyl functional group, which facilitates the qualitative analysis of these compounds in a sample.
Used in Research and Laboratory Settings:
In research and laboratory environments, N-(2,4-Dinitrophenyl)-p-toluidine is utilized for the qualitative detection and analysis of carbonyl compounds. This is crucial for understanding the chemical composition and properties of various substances, as well as for educational purposes in teaching the principles of chemical detection and analysis.
Used in Quality Control and Industrial Processes:
N-(2,4-Dinitrophenyl)-p-toluidine is employed in quality control processes to ensure the purity and composition of products, particularly in industries where the presence of carbonyl compounds is critical. It aids in the detection of impurities or deviations in the expected chemical composition, thus maintaining product quality and safety standards.
Used in Toxicological Studies:
Due to its toxic and irritant properties, N-(2,4-Dinitrophenyl)-p-toluidine is also used in toxicological research to study the effects of exposure to such compounds. This helps in understanding the mechanisms of toxicity and developing methods for safe handling and mitigation of potential hazards in various applications.

InChI:InChI=1/C13H11N3O4/c1-9-2-4-10(5-3-9)14-12-7-6-11(15(17)18)8-13(12)16(19)20/h2-8,14H,1H3

Upstream product

• 106-49-0 p-toluidine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 352-32-9 p-fluorotoluene 
• 97-02-9 2,4-Dinitroanilin 
• 99-65-0 meta-dinitrobenzene 
• 120952-16-1 2-(2,4-dinitrophenoxy)-N-ethylpyridinium tetraphenylborate 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 977-41-3 2-nitro-benzenesulfonic acid-(2,4-dinitro-phenyl ester) 

Downstream Products

• 14624-91-0 2-methyl-1-p-tolyl-1H-benzoimidazol-5-ylamine 
• 46726-72-1 4'-Methyl-2,4-diamino-diphenylamin 
• 78316-35-5 4-nitro-N¹-p-tolyl-o-phenylenediamine 
• 51117-61-4 (2,4-dinitro-phenyl)-(4-methyl-2-nitro-phenyl)-amine 

Relevant articles and documents

Reaction kinetics investigation of 1-fluoro-2,4-dinitrobenzene with substituted anilines in ethyl acetate-methanol mixtures using linear and nonlinear free energy relationships

Aromatic nucleophilic substitution reaction of 1-fluoro-2,4-dinitrobenzene with para-substituted and meta-substituted anilines was kinetically investigated in the mixtures of ethyl acetate and methanol at room temperature. The correlation of second-order rate coefficients with Hammett's substituent constants yields a fairly linear straight line with negative slope in different mole fractions of ethyl acetate-methanol mixtures. The measured rate coefficients of the reaction demonstrated a dramatic variation in ethyl acetate-methanol mixtures with the increasing mole fraction of ethyl acetate. Linear free energy relationship (LFER) investigations confirm that polarity has a major effect on the reaction rate whereas the hydrogen-bonding ability of the media has a slight effect on it. Nonlinear free energy relationship based on preferential solvation hypothesis showed differences between the microsphere solvation of the solute and the bulk composition of the solvents, and non-ideal behavior is observed in the trend of the rate coefficients, which cover the LFER results. Copyright

Effects of the nucleophile structure on the mechanisms of reaction of 1-chloro-2,4-dinitrobenzene with aromatic amines in aprotic solvents

The kinetics of reactions of 1-chloro-2,4-dinitrobenzene with aniline and several substituted aromatic amines, B, in toluene shows a quadratic dependence of the second-order rate constant, kA, on [B], which is preserved even in the presence of increasing amounts of dimethylaniline, while the reaction with N-methylaniline shows a linear dependence of kA vs [B]. All these results are interpreted by the "dimer nucleophile" mechanism, and confirmed by the effects of a non-nucleophilic hydrogen bond acceptor tertiary amine which show the relevance of the structure of the nucleophile and the role of mixed aggregates in defining the mechanisms of aromatic nucleophilic substitutions with amines in aprotic solvents.

Deep eutectic solvent as an operative media on structure-reactivity relationships

Deep eutectic solvents seem to be environmentally friendly solvents, particularly because they are prepared easily and have very low-vapor pressures under ambient conditions. They are suitable candidates as green solvents for reaction media with special properties. To present this behavior, substitution reactions of some para- and meta-substituted anilines with 1-fluoro-2,4-dinitrobenzene have been spectrophotometrically investigated in varying mole fractions of ethaline as a deep eutectic solvent in dimethyl sulfoxide (DMSO). The measured rate coefficients of the reaction demonstrated a noticeable variation with the increasing mole fraction of ethaline in ethaline-DMSO mixtures. The linear free energy relationship (LFER) of second-order rate coefficients based on Hammett's substituent constants demonstrates a reasonably linear straight line with a negative slope in different mole fractions of ethaline-DMSO mixtures. Another LFER investigation based on the polarity parameters of the media showed a good agreement with hydrogen bond donor and acceptor abilities of the solvent. Non-LFER assay according to the preferential solvation model confirmed differences between the microsphere solvation of the solute molecules and the bulk composition of the solvents.