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2-{[(E)-(4-nitrophenyl)methylidene]amino}phenol is an organic compound characterized by a complex molecular structure. It features a phenol group (C6H4OH) with a nitro group (NO2) attached to the para position of the phenyl ring. The molecule also contains an amino group (NH2) connected to the phenol through a methylene bridge (-CH2-), which is in the E configuration, indicating the geometric arrangement of the double bond. 2-{[(E)-(4-nitrophenyl)methylidene]amino}phenol is known for its potential applications in the synthesis of dyes and pharmaceuticals, particularly due to its ability to form stable chromophores. Its chemical properties and reactivity are influenced by the presence of the nitro group, which can participate in various chemical reactions, such as reduction and substitution. The compound's structure also suggests potential applications in materials science, where its chromophoric properties could be exploited for the development of new pigments or sensors.

841-14-5

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841-14-5 Usage

Physical Appearance

Yellow crystalline solid

Main Properties

Toxic if ingested or inhaled
Hazardous to the environment

Specific Content

Used in the manufacture of dyes, pharmaceuticals, and pesticides
Serves as an intermediate in the production of azo dyes
Acts as a component in the production of rubber chemicals
Functions as a precursor to various pharmaceuticals
Utilized in the production of agricultural chemicals
Serves as a chemical intermediate in the manufacturing of other organic compounds
Must be handled and stored with caution due to its hazardous nature

Check Digit Verification of cas no

The CAS Registry Mumber 841-14-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,4 and 1 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 841-14:
(5*8)+(4*4)+(3*1)+(2*1)+(1*4)=65
65 % 10 = 5
So 841-14-5 is a valid CAS Registry Number.

841-14-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[(4-nitrophenyl)methylideneamino]phenol

1.2 Other means of identification

Product number -
Other names 4-nitrobenzylidene-2-hydroxyaniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:841-14-5 SDS

841-14-5Relevant academic research and scientific papers

A DFT and experimental study of the spectroscopic and hydrolytic degradation behaviour of some benzylideneanilines

Robertson, Tahjna I.,Nelson, Peter N.

, (2021/10/12)

The spectroscopic and hydrolytic degradation behaviour of some N-benzylideneanilines are investigated experimentally and theoretically via high quality density function theoretical (DFT) modelling techniques. Their absorption and vibrational spectra, accurately predicted by DFT calculations, are highly dependent on the nature of the substituents on the aromatic rings, hence, though some of their spectroscopic features are similar, energetic differences exist due to differences in their electronic structures. Whereas the o-hydroxy aniline derived adducts undergo hydrolysis via two pathways, the most energetically economical of which is initiated by a fast enthalpy driven hydration, over a conservative free energy (ΔG?) barrier of 53 kJ mol?1, prior to the rate limiting entropy controlled lysis step which occurs via a conservative barrier of ca.132 kJ mol?1, all other compounds hydrolyse via a slower two-step pathway, limited by the hydration step. Barriers heights for both pathways are controlled primarily by the structure and hence, stability of the transition states, all of which are cyclic for both pathways.

Copper(II) nitroaromatic Schiff base complexes: Synthesis, biological activity and their interaction with DNA and albumins

Martins, Darliane A.,Bomfim Filho, Lucius F.,Da Silva, Cleiton M.,De Fátima, ?ngelo,Louro, Sonia R. W.,Batista, Denise G. J.,Soeiro, Maria De Nazaré C.,De Carvalho, Jo?o Ernesto,Teixeira, Letícia R.

, p. 87 - 97 (2016/12/18)

Copper(II) complexes of the Schiff base ligands 2-((5-nitrofuran-2-yl)methyleneamino) phenol (HL1) and 2-(4-nitrobenzylideneamino)phenol (HL2) were prepared and characterized using physicochemical and spectroscopic techniques. In these complexes the Schif

Catalyst-free allylation of 2-aminophenol–derived aldimines with allyltrichlorosilane under thermal conditions

Venkatanna, Kesa,Ramanathan, Chinnasamy Ramaraj

supporting information, p. 3650 - 3653 (2017/08/22)

Allylation of 2-aminophenol-derived aldimines using allyltrichlorosilane under catalyst free conditions has been developed. This reaction afforded the corresponding homoallylic amines in good to excellent yields (68–94%). The salicylaldehyde-derived aldimines as well as benzoylhydrazone also found to react with allyltrichlorosilane smoothly under the same conditions, to furnish the corresponding homoallylic amine derivatives. This study suggests that the phenolic –OH group acts as an anchoring group for the transfer of allyl group from allyl silane reagent.

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

Cao, Chao-Tun,Zhou, Wei,Cao, Chenzhong

, (2017/09/19)

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.

P-nitrobenzaldehyde Schiff base derivative as well as preparation method and application thereof

-

Paragraph 0026; 0027; 0028; 0029; 0031; 0032; 0033-0038, (2017/08/29)

The invention discloses a p-nitrobenzaldehyde Schiff base derivative as well as a preparation method and an application thereof. The p-nitrobenzaldehyde Schiff base derivative has a structural formula shown in the specification. During preparation, a cert

Synthesis and biological activities of 2-aminophenol-based Schiff bases and their structure-activity relationship

Aslam, Muhammad,Anis, Itrat,Mehmood, Rashad,Iqbal, Lubna,Iqbal, Samina,Khan, Inamullah,Chishti, Muhammad Salman,Perveen, Shagufta

, p. 109 - 115 (2016/01/25)

Six Schiff bases 8-13 were synthesized by condensation of 2-aminophenol (1) with various chloro- and nitro-benzaldehydes (2-7), characterized, and evaluated for antioxidant, antibacterial, lipoxygenase, and urease inhibitory potentials. All Schiff bases e

Photoprotective activity of resveratrol analogues

Polonini, Hudson Caetano,Lima, Larissa Lavorato,Goncalves, Karla Mara,Do Carmo, Antonio Marcio Resende,Da Silva, Adilson David,Raposo, Nadia Rezende Barbosa

, p. 964 - 968 (2013/04/10)

Resveratrol is a promising agent for protecting human skin from UV radiation and to reduce the occurrence of cutaneous malignancies. We describe the photoprotective activity of six resveratrol analogues using the diffuse transmittance technique to determine the SPF and the protection against UVA radiation. The analogues presented a varied profile of photoprotection, the SPF ranging from 2 to 10 and the UVAPF from 0 to 9. Among the six compounds tested, the protection against UVB sunrays provided by compound B was more significant than the protection provided by resveratrol; compounds C, D, E and F show photoprotection similar to resveratrol.

Features of the reactions of β-Aryl(heteryl)-α-nitroacrylates with N,N-, N,O-, and N,S-Binucleophiles

Baichurina,Baichurin,Filippenko,Aboskalova,Berestovitskaya

, p. 1400 - 1408 (2013/01/15)

The reactions of β-aryl(heteryl)-α-nitroacrylates with N,N-, N,O-, and N,S-binucleophiles proceed regiospecifically through the initial formation of the AdN products, among which only the product from oaminothiophenol was isolated. The conditions of converting the S-adducts into 2-aryl(heteryl)benzothiazole were found. The N-adducts formed in the reaction with hydrazine, o-phenylenediamine, and o-aminophenol undergo immediately the spontaneous transformation into the linear (azine, azomethine) or heterocyclic (benzimidazole) structures. Pleiades Publishing, Ltd., 2012.

Ni nanoparticles: Mild and efficient catalyst for the chemoselective synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles, and azomethines

Khurana, Jitender M.,Sneha,Vij, Kanika

experimental part, p. 2606 - 2616 (2012/08/08)

(Chemical Equation Presented) A new and efficient method has been developed for the synthesis of biologically significant 2-arylbenzimidazoles, 2-arylbenzothiazoles, and azomethines using recyclable and inexpensive polyvinyl pyrrolidone (PVP)-stabilized Ni nanoparticles in ethylene glycol at room temperature in excellent yields. Copyright Taylor & Francis Group, LLC.

An efficient synthesis of 2-substituted benzoxazoles using cerium(III) chloride/sodium iodide as catalyst

Zhu, Xun,Wei, Yunyang

, p. 211 - 214 (2013/01/16)

An efficient and environmentally benign method for the synthesis of 2-substituted benzoxazoles is reported. The condensation of 2-aminophenol with an aldehyde gave an imine intermediate, which was cyclized and dehydrogenated to 2-substituted benzoxazole with good yield in the presence of CeCl 3 /NaI as catalyst. The one-pot synthesis was carried out in toluene at 100 ° C using O 2 as the oxidant.

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