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N-(3-Chlorophenyl)-2-hydroxybenzenemethaneimine, also known as 2-(3-chlorophenyl)-2-hydroxy-1-iminoethan-1-ol, is an organic compound with the chemical formula C13H11ClNO. It is a derivative of salicylaldimine, featuring a 3-chlorophenyl group attached to the nitrogen atom and a hydroxyl group on the benzene ring. N-(3-Chlorophenyl)-2-hydroxybenzenemethaneimine is of interest in the field of coordination chemistry, particularly for the formation of metal complexes, and has potential applications in areas such as catalysis and material science. Its structure and properties make it a versatile building block for the synthesis of more complex molecules and materials.

886-32-8

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886-32-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 886-32-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,8 and 6 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 886-32:
(5*8)+(4*8)+(3*6)+(2*3)+(1*2)=98
98 % 10 = 8
So 886-32-8 is a valid CAS Registry Number.

886-32-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-[(3-chloroanilino)methylidene]cyclohexa-2,4-dien-1-one

1.2 Other means of identification

Product number -
Other names m-chlorophenylsalicylaldimine

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:886-32-8 SDS

886-32-8Relevant academic research and scientific papers

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

Cao, Chao-Tun,Cheng, Shimao,Zhang, Jingyuan,Cao, Chenzhong

, (2018/11/25)

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.

Synthesis, structure and catalytic alcohol oxidation by ruthenium(III) supported by Schiff base and triphenylphosphine ligands

Tang, Li-Hua,Wu, Fule,Lin, Hui,Jia, Ai-Quan,Zhang, Qian-Feng

, p. 212 - 218 (2018/04/02)

Treatment of [RuCl2(PPh3)3] with two equiv. bi-dentate Schiff base N,O-LH-Cl (N,O-LH-Cl = 2[(3-chloro-phenylimino)-methyl]-phenol) or N,O-LH-NO2 (N,O-LH-NO2 = 2[(4-nitro-phenylimino)-methyl]-phenol) in the presence of triethylamine afforded cis-[RuCl(PPh3)(κ2-N,O-L-Cl)2] (1) and trans-[RuCl(PPh3)(κ2-N,O-L-NO2)2]·Et2O (2), respectively. Reactions of [RuCl2(PPh3)3] and equal equiv. tetra-dentate Schiff bases gave corresponding ruthenium(III) complexes [RuCl(PPh3)(salen)] (3) (H2salen = N,N′-disalicylidene-1,2-ethanediamine), [RuCl(PPh3)(salipn)]·2CH2Cl2 (4) (H2salipn = N,N′-disalicylidene-1,2-(1-methyl)ethanediamine), [RuCl(PPh3)(salpn)]·CH2Cl2 (5) (H2salpn = N,N′-disalicylidene-1,2-propanediamine), [RuCl(PPh3)(salphen)]·CH2Cl2 (6) (H2salphen = N,N′-disalicylidene-1,2-phenyldiamine), [RuCl(PPh3)(saltoln)]·CH2Cl2 (7) (H2saltoln = N,N′-disalicylidene-1,2-tolyldiamine) and [RuCl(PPh3)(salcyn)] (8) (H2salcyn = N,N′-disalicylidene-(R,R)-1,2-cyclohexanediamine). The molecular structures of complexes 1–5 and 7 have been determined by single-crystal X-ray crystallography. The catalytic oxidation properties of ruthenium(III) complexes 1–8 were tested towards alcohols in the presence of N-methylmorpholine-N-oxide.

Syntheses and crystal structures of ruthenium complexes with bidentate salicylaldiminato and dithiophosphato ligands

Tang, Li-Hua,Wu, Fule,Lin, Hui,Jia, Ai-Quan,Zhang, Qian-Feng

, p. 329 - 335 (2018/05/22)

Treatment of the bidentate Schiff base 2-[(2,6-diisopropyl-phenylimino)-methyl]-phenol (HL1) with one equivalent of (Et4N)[RuCl4(MeCN)2] in the presence of triethylamine afforded (Et4N)[RuCl3(κ2

Palladium-Catalyzed Regioselective C-Benzylation via a Rearrangement Reaction: Access to Benzyl-Substituted Anilines

Amézquita-Valencia, Manuel,Alper, Howard

supporting information, p. 16774 - 16778 (2016/11/17)

An unprecedented C-benzylation rearrangement reaction, catalyzed by palladium, is reported. The reaction proceeds by rearrangement leading to the direct synthesis of para or ortho benzyl-substituted N-methylanilines. The product is obtained in high regioselectivity, without the need to use a ligand for the catalytic process.

Halide substituted Schiff-bases: Different activities in methyltrioxorhenium(VII) catalyzed epoxidation via different substitution patterns

Altmann, Philipp,Cokoja, Mirza,Kühn, Fritz E.

experimental part, p. 51 - 55 (2012/03/11)

This report shows the influence of halide substituted Schiff-bases as ligands of methyltrioxorhenium (MTO) in epoxidation catalysis. Therefore, selected Schiff-bases were prepared by the reaction of hydroxy-benzaldehydes and aniline derivates. These differently substituted Schiff-bases were tested as MTO-ligands in cyclooctene-and 1-octene-epoxidation. Although no great disparities among the substitution patterns have been found, some conclusions can be drawn. Flourines are inferior to chlorines or bromines as substituents. Halides in ortho-position lead to higher activities than in para-or meta-position. The balance between electron donating and withdrawing influences at the Schiff-base plays a prominent role in their utility as ligand to MTO in epoxidation catalysis.

Factors determining tautomeric equilibria in Schiff bases

Flores-Leonar, Martha,Esturau-Escofet, Nuria,Méndez-Stivalet, José M.,Marín-Becerra, Armando,Amador-Bedolla, Carlos

experimental part, p. 600 - 605 (2012/02/03)

Schiff bases derived from o-hydroxyaldehydes present keto and enol tautomeric forms; the relative equilibrium between these two tautomers depending on the particular aldehyde the Schiff bases is derived from. Thus benzaldehyde produces a stable enol tauto

Methyltrioxorhenium-catalyzed oxidation of pseudocumene for vitamin e synthesis: A study of solvent and ligand effects

Carril, Monica,Altmann, Philipp,Drees, Markus,Bonrath, Werner,Netscher, Thomas,Schuetz, Jan,Kuehn, Fritz E.

experimental part, p. 55 - 67 (2011/11/30)

Vitamin E is an essential food component of major economical relevance with important antioxidant properties and biological activity. The oxidation of pseudocumene to trimethyl-1,4-benzoquinone would be a key transformation in an alternative industrial production of α-tocopherol that is important for the antioxidant activity of vitamin E. The methyltrioxorhenium (MTO)-catalyzed oxidation of pseudocumene has been revisited to offer a more environmentally friendly, economically beneficial and milder approach to this important industrial product. It has been observed that by choosing the solvent and Lewis base additives (as ligands of MTO), both yield and chemoselectivity are considerably improved, allowing milder reaction conditions compared to previously reported protocols.

Synthesis, crystal structure and electronic properties of bis(N-2-bromophenyl-salicydenaminato)copper(II) complex

Vafazadeh, Rasoul,Hayeri, Vahid,Willis, Anthony C.

experimental part, p. 1810 - 1814 (2010/07/04)

A new series of complexes of the type bis(N-substituted-salicydenaminato)copper(II) (1-9), have been synthesized and characterized by IR, UV-Vis and elemental analysis methods. The molecular structure of bis(N-2-bromophenyl-salicydenaminato)copper(II) (6)

Synthesis and antifungal activity of some new 1, 2-benzisoxazole

Sareen,Khatri,Shinde,Chugh,Sareen

experimental part, p. 33 - 34 (2011/06/21)

Various 3H-N-substituted phenyl / thiazolyl 1,2-benzisoxazole have been synthesized by the reaction of schiffs base with DMSO-I2 in presence of H2SO4 and characterized by IR,NMR spectral studies and elemental analysis. These compounds showed significant activities against plant pathogenic fungi viz. Alterneria burnsii and Macrophomina phasiolina.

Synthesis and spectral characterization of N-[2-(4-halophenoxy)-3-(3- chlorophenyl)-3, 4-dihydro-2H-1,3,2-Λ5-benzoxazaphosphinin-2- yliden]-N-substituted amines by the Staudinger reaction

Venkateswarlu,Satyanarayana,Rao, C. V. Nageswara,Naidu, K. Reddy Mohan,Raju, C. Naga

scheme or table, p. 499 - 504 (2011/08/02)

The synthesis of the title compounds was accomplished in four steps. The synthetic route involves the preparation of Schiff's base by reacting salicylaldehyde with m-chloroaniline in EtOH. The Schiff's base was then reduced with NaBH4/MeOH. In the second step, PCl3 was reacted with p-chlorophenol/p-bromophenol in THF in the presence of Et3N to obtain P(III) dichloride derivatives. The reduced Schiff's base and dichloride derivatives were reacted in equimolar quantities in the presence of Et 3N in THF to get the cyclized product. Alkyl azides were prepared by reacting alkyl bromides with sodium azide, and then alkyl azides were treated with the cyclized product to obtain the title compounds. The structure of these novel compounds was elucidated by elemental analysis, IR, 1H, 13C, 31P NMR, and mass spectroscopy.

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