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366-29-0

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366-29-0 Usage

Chemical Properties

solid

Synthesis Reference(s)

Tetrahedron Letters, 13, p. 2193, 1972 DOI: 10.1016/S0040-4039(01)84803-6

Safety Profile

Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx.

Purification Methods

Crystallise the benzidine from EtOH or pet ether, then from pet ether/*benzene, and sublime it in a vacuum. [Guarr et al. J Am Chem Soc 107 5104 1985.] Dry it in vacuo in a drying pistol, or a vacuum line. It has m 195-196o after sublimation. [Beilstein 13 H 221, 13 I 61, 13 II 97, 13 III 429, 13 IV 368.]

Check Digit Verification of cas no

The CAS Registry Mumber 366-29-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 6 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 366-29:
(5*3)+(4*6)+(3*6)+(2*2)+(1*9)=70
70 % 10 = 0
So 366-29-0 is a valid CAS Registry Number.

366-29-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N,N',N'-TETRAMETHYLBENZIDINE

1.2 Other means of identification

Product number -
Other names 4,4'-Bis(dimethylamino)biphenyl

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:366-29-0 SDS

366-29-0Relevant articles and documents

CuBr/H2O2-mediated oxidative coupling of N,N-dialkylarylamines in water: A practical synthesis of benzidine derivatives

Jiang, Yanfeng,Xi, Chanjuan,Yang, Xianghua

, p. 1381 - 1384 (2005)

CuBr/H2O2 was deployed into mediating the oxidative coupling reaction of N,N-dialkylarylamines in water, which gave benzidine derivatives in an economically and environmentally satisfying manner. Georg Thieme Verlag Stuttgart.

Galus et al.

, p. 1666 (1964)

Remarkably efficient oxidative coupling of N,N-dialkylarylamines in water mediated by cerium(IV) ammonium nitrate

Xi, Chanjuan,Jiang, Yanfeng,Yang, Xianghua

, p. 3909 - 3911 (2005)

A highly effective, economical, and environmentally friendly method using of CAN as oxidant and water as solvent for oxidative coupling of N,N-dialkylarylamines was reported.

Oxidative coupling reaction of N,N-dialkylanilines with cerium(IV) ammonium nitrate in the solid state

Yang, Xianghua,Xi, Chanjuan,Jiang, Yanfeng

, p. 2413 - 2419 (2006)

Oxidative coupling reactions of N,N-dialkylanilines with cerium(IV) ammonium nitrate can be achieved by grinding at room temperature in the absence of solvents. Copyright Taylor & Francis Group, LLC.

Electrochemical Thermospray Mass Spectrometry

Hambitzer, Guenther,Heitbaum, Joachim

, p. 1067 - 1070 (1986)

Thermospray ionization combined with a quadrupole mass spectrometer was used on line to detect electrochemically generated products directly from solution.To do so, an electrochemical cell was constructed and connected with the mass spectrometer in such a way that the electrolyte was forced by pressure from the working electrode into the heated capillary tube of the thermospray system.The fast response achieved allowed analysis to be performed in parallel with a cyclic voltammetry curve.The utility of the method is demonstrated by means of the electrooxidation of N, N -dimethylaniline in an aqueous medium.The potential-dependent formation of dimers and trimers is shown.

Electrochemical synthesis of symmetrical benzidines through dehydrogenative cross-coupling reaction

Liu, Xiaoying,Cai, Tian-Cheng,Guo, Dingyi,Wang, Bin-Bin,Ying, Shengneng,Wang, Huixian,Tang, Shiyun,Shen, Qinpeng,Gui, Qing-Wen

supporting information, (2021/04/09)

Synthesis of diversely functionalized symmetrical benzidines through electrochemical dehydrogenative cross-coupling reaction of two N,N-disubstituted anilines, is described. The reactions conducted under mild conditions with no oxidizing reagents and transition metal catalysts.

Catalytic and Aerobic Oxidative Biaryl Coupling of Anilines Using a Recyclable Heterogeneous Catalyst for Synthesis of Benzidines and Bicarbazoles

Matsumoto, Kenji,Toubaru, Yasunori,Tachikawa, Shohei,Miki, Ayaka,Sakai, Kentaro,Koroki, Syota,Hirokane, Tsukasa,Shindo, Mitsuru,Yoshida, Masahiro

, p. 15154 - 15166 (2020/12/23)

In this study, a heterogeneous rhodium-catalyzed oxidative homocoupling reaction of anilines utilizing molecular oxygen as the sole oxidant is reported. Employing a commercially available and recyclable Rh/C catalyst enabled the oxidative dimerization of various anilines, including N,N-disubstituted and N-monosubstituted anilines, as well as diarylamines, triarylamines, and carbazoles. Additionally, the catalytic protocol was extended to the ortho-ortho coupling of anilines, affording 2,2′-diaminobiphenyls with high regioselectivity. Notably, the developed approach provides rapid access to diversely functionalized benzidines and diaminobiphenyls in an operationally simple, practical, and environmentally friendly manner.

Electrochemical dehydrogenative cross-coupling of two anilines: Facile synthesis of unsymmetrical biaryls

He, De-Liang,Li, Jin-Heng,Li, Yang,Luo, Mu-Jia,Ouyang, Xuan-Hui

supporting information, p. 2707 - 2710 (2020/03/13)

A new, general ortho/para-selective anodic dehydrogenative cross-coupling of two aryl amines, naphthalen-2-amine derivatives and anilines, is described. This electrochemical protocol assembles a wide range of unsymmetrical biaryls in good to excellent yields under mild, additional-metal-catalyst-free, oxidant-free conditions with excellent selectivity, broad substrate scope, and wide functional group tolerance. This electrochemical technology is highlighted with facile incorporation of important pharmacophores into the resulting biaryls, and is applicable to the homocoupling of anilines for producing symmetrical biaryls.

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