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o-Anilinophenol, also known as 2-anilinophenol, is a white solid chemical compound that belongs to the family of phenolic compounds. It is primarily used in the manufacturing of dyes and pigments, as well as in the production of pharmaceuticals and rubber chemicals. o-Anilinophenol is also a significant intermediate in the synthesis of various organic compounds and is used as a corrosion inhibitor in water treatment processes. However, exposure to o-Anilinophenol can be toxic and harmful to human health, causing skin and eye irritation, as well as potential respiratory and digestive issues. Therefore, proper handling and safety measures are necessary when working with this chemical.

644-71-3

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644-71-3 Usage

Uses

Used in Dye and Pigment Industry:
o-Anilinophenol is used as a key intermediate in the manufacturing of dyes and pigments, providing a wide range of colors and properties for various applications.
Used in Pharmaceutical Industry:
o-Anilinophenol is used as a starting material in the production of pharmaceuticals, contributing to the development of new drugs and medications.
Used in Rubber Chemical Industry:
o-Anilinophenol is used in the production of rubber chemicals, enhancing the properties and performance of rubber products.
Used in Organic Synthesis:
o-Anilinophenol is used as a significant intermediate in the synthesis of various organic compounds, enabling the creation of new chemical entities and materials.
Used in Water Treatment Industry:
o-Anilinophenol is used as a corrosion inhibitor in water treatment processes, helping to prevent the deterioration of metal surfaces and infrastructure.

Check Digit Verification of cas no

The CAS Registry Mumber 644-71-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 4 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 644-71:
(5*6)+(4*4)+(3*4)+(2*7)+(1*1)=73
73 % 10 = 3
So 644-71-3 is a valid CAS Registry Number.

644-71-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-anilinophenol

1.2 Other means of identification

Product number -
Other names 2-Oxy-diphenylamin

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:644-71-3 SDS

644-71-3Relevant academic research and scientific papers

COMPOUND WHICH INHIBITS TELOMERE-BINDING PROTEIN, AND TELOMERE-BINDING PROTEIN INHIBITOR CONTAINING SAME

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Paragraph 0086, (2021/01/29)

The compound according to the present invention is a compound represented by the following chemical formula: wherein, in the above-described chemical formula, R1 is oxygen or sulfur, and R2 to R6 are each independently sel

Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation

Mukherjee, Aparajita,Basu, Semanti,Bhattacharya, Samaresh

, (2019/11/11)

Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.

Sulfonato-imino copper(II) complexes: Fast and general Chan-Evans-Lam coupling of amines and anilines

Hardouin Duparc,Schaper

supporting information, p. 12766 - 12770 (2017/10/11)

Sulfonato-imine copper complexes with either chloride or triflate counteranions were prepared in a one-step reaction followed by anion-exchange. They are highly active in Chan-Evans-Lam couplings under mild conditions with a variety of amines or anilines, in particular with sterically hindered substrates. No optimization of reaction conditions other than time and/or temperature is required.

Ligand-Free, Cu- and Fe-Catalyzed Selective Ring-Opening Arylations of Benzoxazoles with Aryl Iodides

He, Yue,Mao, Jincheng,Rong, Guangwei,Yan, Hong,Zhang, Guoqi

, p. 1672 - 1676 (2016/06/14)

Cu- or Fe-based catalyst systems have been reported to selectively catalyze the N,N-diarylation or N-monoarylation of benzoxazoles ring-opening with aryl iodides in the absence of additional added ligand in polyethylene glycol under an inert atmosphere. Two types of coupling products (triphenylamines and diphenylamines) have been examined and the reaction routes can be simply controlled by changing the metal salts (Cu or Fe) as catalyst. A range of substrates have been investigated for the diverse reactions, and the corresponding arylation products were achieved in good to high yields. This selective, low-cost, and environmentally friendly protocol displays great potential for replacing existing methodologies as well as extending the synthetic applications of benzoxazoles.

Synthesis and development of Chitosan anchored copper(II) Schiff base complexes as heterogeneous catalysts for N-arylation of amines

Anuradha,Kumari, Shweta,Pathak, Devendra D.

supporting information, p. 4135 - 4142 (2015/08/03)

Abstract The Chitosan anchored Cu(II) Schiff base complexes (C1-C3) have been synthesized and characterized by FTIR, UV, FE-SEM, EDAX, TGA, AAS and elemental analysis. These complexes have been found to be efficient and recyclable heterogeneous catalysts for the Chan-Lam C-N coupling reaction of various aromatic/aliphatic amines with arylboronic acid under mild reaction conditions. These complexes can be easily filtered out from the reaction medium and reused up to five times without significant loss of catalytic activity.

Copper-catalyzed N=H insertion and oxidative aromatization cascade: Facile synthesis of 2-arylaminophenols

Ding, Dong,Lv, Xiaobing,Li, Jian,Xu, Guangyang,Ma, Bing,Sun, Jiangtao

supporting information, p. 1539 - 1542 (2014/06/09)

A copper-catalyzed cascade reaction of N-H insertion and oxidative aromatization has been developed. 2-Arylaminophenols have been prepared in moderate to high yields from the diazo substrates. Moreover, this newly established methodology allows efficient access to natural 1-oxygenated carbazole alkaloids, such as glycozolicine and murrayafoline A. Copper falls: A copper-catalyzed cascade reaction of N=H insertion and oxidative aromatization yields 2-arylaminophenols. This newly established methodology also allows efficient access to natural 1-oxygenated carbazole alkaloids, such as glycozolicine and murrayafoline A.

A Pd-catalyzed cascade reaction of N-H insertion and oxidative dehydrogenative aromatization: A new entry to 2-amino-phenols

Ding, Dong,Lv, Xiaobing,Li, Jian,Qiu, Lin,Xu, Guangyang,Sun, Jiangtao

, p. 4084 - 4088 (2014/06/10)

A palladium-catalyzed cascade reaction of N-H insertion (NHI) and oxidative dehydrogenative aromatization (ODA) has been developed, which affords a straightforward and efficient way to access the carbazole precursors (2-arylamino-phenols) as well as to prepare 2-alkylamino-phenols from non-aromatic substrates. This journal is the Partner Organisations 2014.

Magnetically retrievable nano crystalline nickel ferrite- catalyzed aerobic, ligand-free C-N, C-O and C-C cross-coupling reactions for the synthesis of a diversified library of heterocyclic molecules

Paul, Sanjay,Pradhan, Koyel,Ghosh, Sirshendu,De,Das, Asish R.

, p. 1301 - 1316 (2014/05/06)

A new nickel ferrite nano-crystal-catalyzed, ligand-free strategy for the construction of C-N, C-O, and C-C bonds is presented, in which easily available nitrogen and oxygen nucleophiles, aryl/heteroaryl halides and arylboronic acids are used for the cross-coupling reactions. The reactions can be performed at low catalyst loadings with excellent functional group tolerance and chemoselectivity. A variety of functional groups are compatible with the reaction conditions, including nitro, methoxy, as well as acid- and base-sensitive heteroaromatic groups. This unprecedented chemistry nicely complements classical methods for the N-arylation of amines/heteroamines, the O-arylation of phenols/hydroxycoumarins and biaryl/heteroaryl synthesis. The low cost, easy to handle nature and the simplicity of this catalytic system render the method competitive with comparable copper- and palladium-based protocols which require the presence of sophisticated ligands. Nickel ferrite magnetic nanoparticles were prepared by a simple hydrothermal method and characterized by using XRD, TEM image, energy dispersive X-ray analysis, XPS and FT-IR. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable and economic. The catalyst was reused for five cycles with almost unaltered catalytic activity.

A general route for synthesis of N-aryl phenoxazines via copper(i)-catalyzed N-, N-, and O-arylations of 2-aminophenols

Liu, Nan,Wang, Bo,Chen, Wenwen,Liu, Chulong,Wang, Xinyan,Hu, Yuefei

, p. 51133 - 51139 (2014/12/10)

A novel copper(i)-catalyzed tandem reaction of N- and O-arylations of 2-[N-(2-chlorophenyl)amino]phenols was developed, by which a series of structurally novel N-aryl phenoxazines were synthesized efficiently. This success owes much to the discovery of hi

Substrate-promoted copper-catalyzed N-arylation of amino alcohols with aryl iodides in water

Jin, Ming,Zhao, Dan,He, Guozhen,Tong, Yao,Han, Shiqing

, p. 1651 - 1655 (2013/10/21)

An efficient method has been developed for the N-arylation of a variety of water-soluble amino alcohols (1.2 mmol) with aryl iodides (1.0 mmol) in water under CuI-catalyzed conditions. The reaction was conducted via substrate-promoted action and did not require an additional ligand or phase-transfer catalyst, and afforded the desired N-aryl amines in acceptable to excellent yields (64%-93%) under mild reaction conditions with a small excess of the amino alcohol.

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