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N-(2-hydroxy-3-methoxybenzylidene)aniline, also known as 2-(4-aminophenyl)-6-methoxyphenol, is an organic compound with the chemical formula C14H13NO2. It is a derivative of benzidine, featuring a benzene ring with a hydroxyl group at the 2-position, a methoxy group at the 3-position, and an aniline group attached to the benzylidene position. N-(2-hydroxy-3-methoxybenzylidene)aniline is characterized by its yellow crystalline appearance and is used as an intermediate in the synthesis of various dyes and pigments, particularly those with yellow hues. It is also known for its potential applications in the pharmaceutical industry and as a chemical reagent. Due to its aromatic nature and the presence of functional groups, it exhibits specific chemical properties that make it valuable in various industrial processes.

3117-63-3

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3117-63-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3117-63-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,1 and 7 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3117-63:
(6*3)+(5*1)+(4*1)+(3*7)+(2*6)+(1*3)=63
63 % 10 = 3
So 3117-63-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H13NO2/c1-17-13-9-5-6-11(14(13)16)10-15-12-7-3-2-4-8-12/h2-10,15H,1H3/b11-10+

3117-63-3SDS

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 phenol-2-methoxy-6-[(E)-(phenylimino)methyl]

1.2 Other means of identification

Product number -
Other names 2-Methoxy-6-[(E)-phenyliminomethyl]-phenol

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:3117-63-3 SDS

3117-63-3Relevant academic research and scientific papers

The effect of ligand design on the structural and photophysical properties of Nd(III) complexes with Schiff bases of the [(phenylimino)methyl]phenol-type

Pikoli, Sibongile,Hosten, Eric,Abrahams, Abubak’r

, p. 1055 - 1076 (2020)

Three mononuclear Nd(III) complexes [Nd(HL1)2(NO3)3] (1, HL1=2-methoxy-6-[(E)-(phenylimino)methyl]phenol), [Nd(HL2)3(NO3)3] (2, HL2=5-methoxy-2-[

Palladium (II) complexes based on Schiff base ligands derived from ortho-vanillin; synthesis, characterization and cytotoxic studies

Faghih, Zeinab,Neshat, Abdollah,Wojtczak, Andrzej,Faghih, Zahra,Mohammadi, Zahra,Varestan, Solmaz

, p. 404 - 412 (2018)

6-Methoxy-2-[(E)-Aryliminomethyl]-phenol (Aryl = Phenyl; 2,6-dimethyl; 2,6-diisopropylphenyl; 2,6-dichlorophenyl), comprising L1–L4 ligands, and palladium complexes [Pd(Ln)2, n = 1–4] have been synthesized. The

Vibrational analysis and physical property studies of 6-Methoxy-2-[(E)-phenyliminomethyl]-phenol in the THz, IR and UV–visible spectral regions

K.M., Hijas,S. Madan, Kumar,B.C., Manjunath,R., Nagalakshmi

, (2019)

Bulk single crystals of 6-Methoxy-2-[(E)-phenyliminomethyl]phenol were grown after preparing the material by Schiff base condensation of ortho-vanillin alternatively called 2-hydroxy-3-methoxybenzaldehyde and aniline. The three dimensional molecular and c

Catalytic investigation of Pd(II) complexes over Heck–Mizoroki reaction: Tailored synthesis, characterization and density functional theory

Shukla, Satyendra N.,Gaur, Pratiksha,Bagri, Sanjay S.,Mehrotra, Ripul,Chaurasia, Bhaskar

, p. 269 - 282 (2021/05/06)

Tailored reaction of Schiff base ligands with palladium(II) chloride and imidazole afford three complexes of formula [Pd(II)(L)(imdz)2]Cl, which are L = 2-((E)-(p-lylimino)methyl)-6-methoxyphenol (complex 1), 2-methoxy-6-((E)-(phenylimine)methyl)phenol (complex 2) and 2-((E)-(4-chlorophenyl-imino)methyl)-6-methoxyphenol (complex 3). Compounds were characterized with elemental analysis, molar conductance, electronic spectroscopy, ESI-MS, FT-IR, TGA, 1H-NMR and 13C-NMR. Molecular structure and different quantum chemical parameters were calculated using the B3LYP basis set of density functional theory with the standard 6-311+G (d, 2p) level. The catalytic potential of 1-3 was examined over Heck-Mizoroki reaction and found in order of 1 > 2 > 3.

The Direct Synthesis of Imines, Benzimidazoles and Quinoxalines from Nitroarenes and Carbonyl Compounds by Selective Nitroarene Hydrogenation Employing a Reusable Iron Catalyst

B?umler, Christoph,Kempe, Rhett

supporting information, p. 8989 - 8993 (2018/05/30)

The “replacement” of noble metals by earth abundant metals is a desirable aim in catalysis and a possible way of conserving rare elements. The “replacement” is especially attractive if novel selectivity patterns are observed permitting the development of novel coupling reactions. Herein, we report on a novel, robust and reusable iron catalyst, which permits the selective hydrogenation of nitroarenes in the presence of hydrogenation-sensitive functional groups. Based on the selectivity pattern observed, the direct iron-catalyzed synthesis of imines and benzimidazoles from nitroarenes and aldehydes becomes feasible. In addition, we introduce the direct synthesis of quinoxalines from nitroarenes and diketones applying our catalyst.

Synthesis, Characterization and Fluorescence Properties of Zn(II) and Cu(II) Complexes: DNA Binding Study of Zn(II) Complex

Lavaee, Parirokh,Eshtiagh-Hosseini, Hossein,Housaindokht, Mohammad Reza,Mague, Joel T.,Esmaeili, Abbas Ali,Abnous, Khalil

, p. 333 - 344 (2016/01/15)

Zinc(II) and copper(II) complexes containing Schiff base, 2- methoxy-6((E)-(phenylimino) methyl) phenol ligand (HL) were synthesized and characterized by elemental analysis, IR, NMR, and single crystal X-ray diffraction technique. The fluorescence propert

A Reusable Co Catalyst for the Selective Hydrogenation of Functionalized Nitroarenes and the Direct Synthesis of Imines and Benzimidazoles from Nitroarenes and Aldehydes

Schwob, Tobias,Kempe, Rhett

supporting information, p. 15175 - 15179 (2016/11/25)

The use of abundantly available transition metals in reactions that have been preferentially mediated by rare noble metals, for example, hydrogenations, is a desirable aim in catalysis and an attractive strategy for element conservation. The observation of novel selectivity patterns with such inexpensive metal catalysts is especially appealing. Herein, we report a novel, robust, and reusable cobalt catalyst that permits the selective hydrogenation of nitroarenes in the presence of highly hydrogenation-sensitive functional groups, as well as the direct synthesis of imines from nitroarenes and aldehydes or ketones in the presence of such substituents. Furthermore, we introduce the first base-metal-mediated direct synthesis of benzimidazoles from nitroarenes and aldehydes. Functional groups that are easy to hydrogenate are again well tolerated.

Synthesis and characterization of 3d and 4f metal complexes of Schiff base ligands

Upadhyay, Apoorva,Vaidya, Shefali,Venkatasai, Vakacharla S.,Jayapal, Prabha,Srivastava, Anant K.,Shanmugam, Muralidharan,Shanmugam, Maheswaran

, p. 87 - 96 (2013/12/04)

Square planar complexes of monomeric [Cu(L1)2] (1) and [Ni(L1)2] (2) (where L1 is C20H24NO 2) are isolated through the use of Schiff base ligands and characterized by X-ray diffraction, UV-Vis, electr

Zinc(II) and mercury(II) complexes with Schiff bases: Syntheses, spectral, and structural characterization

Dubey,Baranwal,Jha

experimental part, p. 2645 - 2656 (2012/08/27)

Schiff bases o-vanilidene-1-aminobenzene (HL1) and o-vanilidene-2-methyl-1-aminobenzene (HL2) lead to the formation of mono-and bis-[(Cl)Zn(L1)] (1), [(Cl)Zn(L2)] (2), [(Cl)Hg(L1)] (3), [(Cl)Hg(L

Sulfonic acid supported on hydroxyapatite-encapsulated-γ-Fe 2O3 nanocrystallites as a magnetically separable catalyst for one-pot reductive amination of carbonyl compounds

Deng, Jia,Mo, Li-Ping,Zhao, Fei-Yang,Hou, Lan-Lan,Yang, Li,Zhang, Zhan-Hui

experimental part, p. 2576 - 2584 (2011/10/18)

A novel, environmentally friendly procedure has been developed for the preparation of secondary or tertiary amines by one-pot reductive amination of carbonyl compounds using sodium borohydride in the presence of a magnetically recoverable sulfonic acid supported on hydroxyapatite-encapsulated-γ- Fe2O3 [γ-Fe2O3@HAP-SO 3H] at room temperature. The catalyst was easily separated from the reaction mixture by applying an external magnet and reused for six cycles without significant loss of catalytic activity.

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