160538-51-2 | 3-FLUORO-4-NITRO-BENZALDEHYDE

CAS:160538-51-2 | 3-FLUORO-4-NITRO-BENZALDEHYDE,Description

Synthesis Analysis 
The synthesis of related fluorinated benzaldehydes often involves nucleophilic aromatic substitution reactions followed by oxidation processes. For example, the synthesis of 4-fluoroguaiacol, starting from 2-methoxy-4-nitrobenzaldehyde, uses a similar approach where nucleophilic aromatic substitution by [18F]fluoride is followed by Baeyer-Villiger oxidation (Chakraborty & Kilbourn, 1991). Additionally, methods like the Sommelet reaction have been used for synthesizing related compounds such as 4-fluoro-3-phenoxybenzaldehyde, which could reflect analogous procedures applicable to 3-fluoro-4-nitrobenzaldehyde synthesis (Zhao Wenxian, Wang Min-can, & Liu Lantao, 2005).

Molecular Structure Analysis 
Studies on similar fluorobenzaldehydes, like 4-fluorobenzaldehyde, have shown that these compounds tend to exhibit planar geometries due to the conjugation of the aldehyde group with the benzene ring. The presence of the fluorine atom and the nitro group would induce electron-withdrawing effects, impacting the electronic structure and reactivity (Samdal, Strand, Tafipolsky, Vilkov, Popik, & Volden, 1997).

Scientific Research Applications

Vibrational Analysis and Non Linear Optical Activity

• Scientific Field : Physics and Nanotechnology.
• Application Summary : The compound 3-fluoro-4-methylbenzonitrile, which is similar to 3-Fluoro-4-nitrobenzaldehyde, has been studied for its non-linear optical activity.
• Methods of Application : The study involved quantum chemistry calculations by density functional theory (DFT) with B3LYP using 6-311++G(d,p) basis set. FTIR and FT-Raman spectra were also investigated and compared with the observed data.
• Results : The observed HOMO-LUMO energy gap offers evidence for the presence of intermolecular interactions in the compound. The first order hyperpolarizability calculated by quantum calculations infers that the title compound was an efficient tool for future applications in the field of non-linear optics.

Chemical Synthesis

• Scientific Field : Chemistry.
• Application Summary : 3-Fluoro-4-nitrobenzaldehyde is used in chemical synthesis.
• Methods of Application : The specific methods of application or experimental procedures are not provided in the source.
• Results : The outcomes of the chemical synthesis involving 3-Fluoro-4-nitrobenzaldehyde are not specified in the source.

Synthesis of Biologically Active Cyclic Peptides

• Scientific Field : Biochemistry.
• Application Summary : 3-Fluoro-4-nitrobenzaldehyde can be used in the synthesis of biologically active cyclic peptides, such as the antibiotic vancomycin.
• Methods of Application : The specific methods of application or experimental procedures are not provided in the source.
• Results : The outcomes of the synthesis involving 3-Fluoro-4-nitrobenzaldehyde are not specified in the source.

Synthesis of Fluorinated Hydroxybenzaldehydes

• Scientific Field : Organic Chemistry.
• Application Summary : 3-Fluoro-4-nitrobenzaldehyde can be used in the synthesis of 2-fluoro- and 6-fluoro-3-hydroxybenzaldehydes.
• Methods of Application : The synthesis involves regioselective lithiation of 2- and 4-[(dimethyl-tert-butylsilyl)oxy]fluorobenzene ortho to fluorine.
• Results : The outcomes of the synthesis involving 3-Fluoro-4-nitrobenzaldehyde are not specified in the source.

Synthesis of Fluorinated Biaryl or Aryl-Alkyl Ether Linkages

• Scientific Field : Organic Chemistry.
• Application Summary : 3-Fluoro-4-nitrobenzaldehyde can be used in the synthesis of biologically active cyclic peptides, such as the antibiotic vancomycin, which contain amino acid residues connected through side-chain biaryl or aryl-alkyl ether linkages.
• Methods of Application : The specific methods of application or experimental procedures are not provided in the source.
• Results : The outcomes of the synthesis involving 3-Fluoro-4-nitrobenzaldehyde are not specified in the source.

Nitrene Insertion Mechanism

• Scientific Field : Physical Chemistry.
• Application Summary : 3-Fluoro-4-nitrobenzaldehyde can be used in the study of nitrene insertion mechanisms.
• Methods of Application : The study involves the use of 4-fluoro-3-nitrophenyl azide (FNAB), which has two deactivating groups, fluoro and nitro, on the benzene ring.
• Results : The presence of the fluoro and nitro groups on the benzene ring accelerates the rate of intersystem crossing (ISC) and the reaction occurs through a nitrene insertion mechanism.

Safety And Hazards

3-Fluoro-4-nitrobenzaldehyde is considered hazardous. It causes skin irritation and serious eye irritation. Precautionary measures include washing skin thoroughly after handling, wearing protective gloves/eye protection/face protection, and seeking medical advice/attention if skin irritation or eye irritation persists.

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