3382-62-5

Usage

Uses

Used in Pharmaceutical Industry:
2-[(4-fluorophenyl)imino]methylphenol is used as a building block for the synthesis of pharmaceutical compounds due to its unique chemical structure and reactivity.
Used in Agrochemical Industry:
2-[(4-fluorophenyl)imino]methylphenol is used as a precursor in the production of agrochemicals, such as pesticides and herbicides, due to its potential biological activity.
Used in Dyes and Pigments Production:
2-[(4-fluorophenyl)imino]methylphenol is used as a starting material in the synthesis of dyes and pigments, taking advantage of its color properties and chemical stability.
It is important to handle 2-[(4-fluorophenyl)imino]methylphenol with care, as it may be hazardous to health if not used properly.

Upstream product

• 90-02-8 salicylaldehyde 
• 371-40-4 4-fluoroaniline 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 84975-15-5 MoCl₂(FC₆H₄NCHC₆H₄O)2 
• 91365-24-1 Nb(OCH(CH₃)2)2(C₆H₄(O)CHNC₆H₄F)3 
• 91365-23-0 Nb(OCH(CH₃)2)3(C₆H₄(O)CHNC₆H₄F)2 
• 91365-22-9 Nb(OCH(CH₃)2)4(C₆H₄(O)CHNC₆H₄F) 
• 1227260-50-5 N-(4-fluorophenyl)-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromene-4-amine 
• 1417190-82-9 C₂₆H₁₈F₂N₂O₂Pd 
• 1360873-51-3 (3aS,4R,9aR)-N-(4-fluorophenyl)-3,3a,4,9a-tetrahydro-2H-furo[2,3-b]chromen-4-amine 
• 1624293-15-7 C₂₇H₂₁AlF₂N₂O₂ 
• 1258930-25-4 2-chloro-N-(2-hydroxybenzyl)-N-(4-fluorophenyl)acetamide 
• 198879-38-8 2-(((4-fluorophenyl)amino)methyl)phenol 

Relevant academic research and scientific papers

Altering the Photochromic Properties of N-Salicylideneanilines Using a Co-Crystal Engineering Approach

In this work photochromic properties of N-salicylideneanilines were modified using a crystal engineering approach. Co-crystallization allowed modification of the structural arrangement and electronic properties of the target compounds altering its photoch

Influence of substituents on the structure of Schiff bases Cu(II) complexes

The relationship between molecular conformation and substituent effects of salicylaldehyde Schiff-base Cu(II) complexes was explored. For this study, eight samples of the complexes Cu(Sal-X)2 (X = OMe, Me, H, F, Cl, Br, CF3 and CN) w

Effect of substituents on the UV spectra of supermolecular system: Silver nanoparticles with bi-aryl Schiff bases containing hydroxyl

Effect of substituents on the ultraviolet (UV) spectra of supermolecular system involving silver nanoparticles (AgNPs) and Schiff bases was investigated. AgNPs and 49 samples of model compounds (MC), bi-aryl Schiff bases containing hydroxyl (XBAY, involving 4-OHArCH?NArY, 2-OHArCH?NArY, XArCH?NAr-4′-OH, and XArCH?NAr-2′-OH), were synthesized. The size of AgNPs was characterized by transmission electron microscopy (TEM), and the UV absorption spectra of AgNPs, XBAYs, and MC-AgNPs mixed solutions were measured, respectively. The results show that (1) the size of AgNPs is larger in MC-AgNPs solutions than that in AgNPs solution due to the distribution of MC molecules on the surface of AgNPs; (2) the UV absorption wavelength of XBAYs changes in the action of AgNPs and their wavelength shift exists limitation between XBAY and MC-AgNPs solutions; and (3) the wavelength shift limit of MC-AgNPs (λWSL) is influenced by the substituents X and Y and the position of hydroxyl OH. The wavenumber ΔνWSL of λWSL can be quantified by employing the excited-state substituent constant σexCC and Hammett constant σ of substituents X and Y. Comparing with the 4-OH, the 4′-OH makes the ΔνWSL a red shift, whereas the 2′-OH, comparing with the 2-OH, makes the ΔνWSL a blue shift.

Copper-Catalyzed Asymmetric Annulation Reactions of Carbenes with 2-Iminyl- or 2-Acyl-Substituted Phenols: Convenient Access to Enantioenriched 2,3-Dihydrobenzofurans

We have developed a method for the highly diastereo- and enantioselective construction of 2,3-dihydrobenzofurans bearing tetrasubstituted carbon stereocenters by means of annulation reactions between carbenes and 2-iminyl- or 2-acyl-substituted phenols through catalysis by readily accessible copper(I)/bisoxazoline catalysts under mild conditions. These reactions feature a unique mechanism in which the copper catalyst serves a dual function: first it reacts with the diazo compound to generate a metal carbene, and second, upon formation of an oxonium ylide, it acts as a Lewis acid to activate the imine or ketone for diastereo- and enantioselective cyclization.

Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases

Two sets of bis-aryl Schiff bases that contain 4(or 4′)-OH and 2(or 2′)-OH were synthesized. The first set consists of 4-HOArCH=NArY and XArCH=NArOH-4′, and the second set consists of 2-HOArCH=NArY and XArCH=NArOH-2′. Their ultraviolet absorption spectra were measured and investigated. A very interesting phenomenon was observed by analyzing their wave number νmax (cm?1) of longest wavelength maximum λmax (nm) of ultraviolet. Compared with the change regularity of the νmax of XArCH=NArY (where the X and Y excluded OH), the 4′-position hydroxyl (4′-OH) and 2′-position hydroxyl (2′-OH) have abnormal performance. The details are the following: the 4′-OH contributes an additional red shift to the νmax of XArCH=NArOH-4′ (λmax increase), whereas the 2′-OH contributes an additional blue shift to the νmax of XArCH=NArOH-2′ (λmax decrease). In addition, there are ortho steric effects of all 2-OH and 2′-OH on the νmax for 2-HOArCH=NArY and XArCH=NArOH-2′, and the ortho steric effect contributes a red shift to their νmax. These experimental facts can provide an important theoretical reference for us using aryl Schiff base compounds as optical materials and performing the molecular design.

PdCl2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides

Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of salicylaldimine. In refluxing o-xylene, PdCl2(Ph3P)2 with 2,5-ditrifluoromethyl N-phenylsalicylaldimine as a coligand shows high efficiency for the diarylation of various anilines. The catalytic system shows good toleration for the steric hindrance of the substrates. The facile catalytic system works as well on the multiple arylation of 1,1′-biphenyl- 4,4′-diamine with aryl chlorides to afford N,N,N′,N′-tetraaryl-1,1′-biphenyl-4,4′-diamines which are important intermediates of organic light emitting diode (OLED) hole transport materials.

Synthesis and characterization of new 3,4-dihydro-2H-benzoand naphtho-1,3-oxazine derivatives

New 1,3-benzoxazine and naphthoxazine monomers were synthesized using a modified step-wise technique in which formaldehyde was replaced with methylene bromide for ring-closure reaction in the last synthetic step. Salicylaldehyde and 2-hydroxy-1-naphthalde

The evaluation of the role of C-H?F hydrogen bonds in crystal altering the packing modes in the presence of strong hydrogen bond

Interactions involving fluorine is an area of contemporary research. To unravel the importance of weak C-H?F hydrogen bonds and C-H?π interactions in organic compounds in the presence of strong hydrogen bond, a series of N-benzylideneanilines with simultaneously hydroxyl (-OH) and fluorine substitutions were synthesized for structural analysis. These compounds have been studied through experimental single crystal X-ray diffraction analysis and computational methods (Gaussian09 and AIM2000). The hydroxyl group present in all the molecules were found to form strong O-H?N hydrogen bond, but the spatial arrangement of the molecules connected by this hydrogen bond have been found to be controlled by the weak C-H?F and C-H?O hydrogen bonds, weak C-H?π and π?π interactions. This manuscript illustrates the importance of several weaker interactions in altering the packing modes in the presence of strong hydrogen bonds.

Efficient one-pot synthesis of trans-Pt(ii)(salicylaldimine)(4-picoline)Cl complexes: Effective agents for enhanced expression of p53 tumor suppressor genes

A series of trans-Pt(ii)(salicylaldimine)(4-picoline)Cl complexes were synthesized in 78-87% yield using a one-pot procedure from commercially available precursors. The structures of these complexes were characterized by 1H, 19F and

Experimental and theoretical study of antioxidative properties of some salicylaldehyde and vanillic Schiff bases

The antioxidative capacity and structure-activity relationships of ten Schiff bases were investigated experimentally and theoretically. All compounds contain the aniline moiety, while the aldehyde part is either salicylaldehyde or vanillin. The DPPH assay was used to test the potential antioxidative activity of these compounds, and DFT study was used to investigate their electronic structures and provide insight into their structure-activity relationships. The effect of the position of the hydroxy, as well other groups present, on the antioxidative activity was examined. The possible radical scavenging mechanism was determined in polar (water and methanol), and nonpolar (benzene) solvents. Based on the experimental and computational results, compounds 7 and 8 exhibit the highest radical scavenging properties.