346-61-2

Basic information

• Product Name: 3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone
• Synonyms: 3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone
• CAS NO: 346-61-2
• Molecular Formula: C₁₃H₉FN₄O₄
• Molecular Weight: 304.2333632
• Product Categories: Aromatics;Intermediates;Miscellaneous Reagents;Aromatics, Intermediates, Miscellaneous Reagents
• Mol File: 346-61-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 266 °C
• Boiling Point: 461.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.46±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: DMSO
• PKA: 10.45±0.10(Predicted)
• CAS DataBase Reference: 3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone(346-61-2)
• EPA Substance Registry System: 3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone(346-61-2)

Safety Data

• Hazardous Substances Data: 346-61-2(Hazardous Substances Data)

Usage

Description

3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone is a chemical compound that is a derivative of a monofluorinated aromatic aldehyde, specifically with a fluorine atom at the 3rd position on the benzene ring. It is characterized by the presence of a 2,4-dinitrophenylhydrazone group, which is a common moiety used in the formation of hydrazone derivatives for various analytical and synthetic purposes.

Uses

Used in Analytical Chemistry:
3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone is used as a derivatization agent for the detection and quantification of aldehydes and ketones in analytical chemistry. The formation of the hydrazone derivative enhances the stability and solubility of the analytes, facilitating their detection through techniques such as high-performance liquid chromatography (HPLC) or gas chromatography (GC).
Used in Synthesis:
In organic synthesis, 3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone can be employed as a starting material for the preparation of various fluorinated aromatic compounds. The presence of the fluorine atom and the hydrazone group allows for further functionalization and modification of the molecule, leading to the synthesis of a range of valuable intermediates and final products in the pharmaceutical, agrochemical, and materials science industries.
Used in Research and Development:
3-Fluorobenzaldehyde 2,4-Dinitrophenylhydrazone is also utilized in research and development for the study of reaction mechanisms, the development of new synthetic methods, and the exploration of the properties and applications of fluorinated aromatic compounds. Its unique structure and reactivity make it a valuable tool for understanding the influence of fluorination on the chemical behavior of aromatic systems.

Upstream product

• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 456-48-4 3-Fluorobenzaldehyde 
• 456-47-3 3-fluoro-benzenemethanol 

Relevant articles and documents

Correlation analysis of reactivity in the oxidation of substituted benzyl alcohols by benzimidazolium dichromate - A kinetic and mechanistic aspects

The oxidation of a number of para- and meta-substituted benzyl alcohols by benzimidazolium dichromate (BIDC), in dimethyl sulphoxide, leads to the formation of the corresponding benzaldehydes. The reaction is first order with respect to each BIDC and alcohol. The reaction is catalyzed by hydrogen ions and the dependence has the form kobs = a + b[H+]. The oxidation of [1,1-2H2]benzyl alcohol exhibited the presence of a substantial kinetic isotope effect. The rates of the oxidation of meta-substituted benzyl alcohols correlated best with Taft's σ1 and σR0 constants. The para-substituted compounds exhibited excellent correlation with σ1 and σRBA values. The polar reaction constants are negative. The rate of oxidation of benzyl alcohol was determined in nineteen organic solvents. An analysis of the solvent effect by multiparametric equations indicated the greater importance of the cation-solvating power of the solvents. Suitable mechanisms have been discussed.

Kinetics and Mechanism of the Oxidation of Substituted Benzylamines by N-Chlorosuccinimide

The oxidation of ortho-, meta-, and para-substituted benzylamines by N-chlorosuccinimide (NCS), to the corresponding benzaldehydes, is first-order with respect to NCS and the amine.The pH dependence of the reaction rate suggests that the unprotonated benzylamine is the reductant.There is no effect of added succinimide.NCS itself has been postulated as the reactive oxidising species.The oxidation of benzylamine exhibited a substantial primary kinetic isotope effect (kH/kD=6.20).The rates of oxidation of the meta- and para-substituted benzylamines were separately correlated in Taft and Swain's dual substituent parameter equations.For the para-substituted compounds, the best correlation is obtained with ?I and ?R+ values; meta-substituted compounds correlate with ?I and ?R0 values.The reaction constants have negative values.The oxidation rates of the ortho-substituted compounds yield an excellent correlation in a triparametric equation involving Taft's ?I and ?R+ values and Charton's steric parameter, V.A mechanism involving transfer of a hydride ion from the amine to the oxidant in the rate-determining step is proposed.