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2-Bromo-N,N,4-trimethylaniline, with the chemical formula C9H12BrN, is a substituted aniline compound characterized by a benzene ring with an amino group and additional substituents. It serves as a versatile building block in various organic reactions and is recognized for its applications in the synthesis of dyes, pigments, and other organic compounds within the pharmaceutical and agrochemical industries.

23667-06-3

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23667-06-3 Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-N,N,4-trimethylaniline is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromo-N,N,4-trimethylaniline is utilized as a precursor in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural chemicals.
Used in Dye and Pigment Synthesis:
2-Bromo-N,N,4-trimethylaniline is employed as an intermediate in the synthesis of dyes and pigments, enabling the creation of a wide range of colorants for various industries, including textiles, plastics, and printing inks.

Check Digit Verification of cas no

The CAS Registry Mumber 23667-06-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,6,6 and 7 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 23667-06:
(7*2)+(6*3)+(5*6)+(4*6)+(3*7)+(2*0)+(1*6)=113
113 % 10 = 3
So 23667-06-3 is a valid CAS Registry Number.

23667-06-3Relevant academic research and scientific papers

Catalyst and Additive-Free Direct Amidation/Halogenation of Tertiary Arylamines with N-haloimide/amides

Xu, Xiu-Juan,Amuti, Adila,Wusiman, Abudureheman

supporting information, p. 5002 - 5008 (2020/10/06)

An approach has been developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation using N-haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that the N-haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation, requires no additional catalyst, oxidant or additives, and is performed under mild conditions. (Figure presented.).

Selective bromination of pyrrole derivatives, carbazole and aromatic amines with DMSO/HBr under mild conditions

Liu, Cong,Dai, Rongji,Yao, Guowei,Deng, Yulin

, p. 593 - 596 (2015/01/09)

Bromination of pyrrole derivatives, carbazole and aromatic amines using the DMSO/HBr system affords high yields of the corresponding bromo compounds. Temperature control used in the bromination of anilines helped to promote selective formation of mono- or di-brominated products. Simple operation, low toxicity and high selectivity make this a promising new procedure for the bromination of aromatic compounds.

Electrophilic bromination of alkenes, alkynes, and aromatic amines with iodic acid/potassium bromide under mild conditions

Khazaei, Ardeshir,Zolfigol, Mohammad Ali,Kolvari, Eskandar,Koukabi, Nadiya,Soltani, Hamid,Bayani, Leyla Sharaf

experimental part, p. 2954 - 2962 (2010/10/20)

Bromination of alkenes, alkynes, and aromatic amines has efficiently been carried out at room temperature in short reaction times using HIO 3/KBr in CH2Cl2/H2O (1:1) to prepare corresponding brominated compounds in excellent yields.

Elctrophilic bromination of alkenes, alkynes, and aromatic amines with potassium bromide/orthoperiodic acid under mild conditions

Khazaei, Ardeshir,Zolfigol, Mohammad Ali,Kolvari, Eskandar,Koukabi, Nadiya,Soltani, Hamid,Komaki, Fatemeh

experimental part, p. 3672 - 3676 (2010/04/05)

Bromination of alkenes, alkynes, and aromatic amines has efficiently been carried out at room temperature in short reaction times using potassium bromide/orthoperiodic acid in dichloromethane-water (1:1) to prepare the corresponding bromo compounds with excellent yields.

{[K.18-Crown-6]Br3}n: a unique tribromide-type and columnar nanotube-like structure for the oxidative coupling of thiols and bromination of some aromatic compounds

Zolfigol, Mohammad Ali,Chehardoli, Gholamabbas,Salehzadeh, Sadegh,Adams, Harry,Ward, Michael D.

, p. 7969 - 7973 (2008/03/14)

Reaction of 18-crown-6 with KBr and then with bromine (Br2) afforded a unique tribromide salt with a nanotube-like structure ({[K.18-crown-6]Br3}n). Oxidative coupling of thiols and bromination of some aromatic compounds is the first report on the chemistry of this reagent.

Carbanionically Induced -Migrations of ?- and Coordinatively Unsaturated Groups

Hellwinkel, Dieter,Laemmerzahl, Frank,Hofmann, Gunter

, p. 3375 - 3405 (2007/10/02)

According to a general reaction scheme, o-lithioaryl esters 4a,b, amides 13a,b 17b, and amidines 39b of non-enolizable carboxylic acids as well as a corresponding diphenylphosphinic amide 51b react under mild conditions to give the intensely coloured lithium derivatives of o-acylphenoles 6a,b and o-acylarenamines 15a,b, 18a, 41a, 52a, which are finally hydrolyzed to the neutral products 7a,b, 14a,b, 18b, 41b, 52b, respectively.The lithiated precursors of the rearrangement are mostly prepared by halogen/metal exchange reactions.In the case of N,N-di-p-tolylpivalamide 33 such a -rearrangement also could be induced by direct metalation of the educt.With N-methyl-N-phenylpivalamide (29), however, exclusive metalation of the N-methyl group occurs, followed by -migration of the pivaloyl group.Silyl groups, too, can undergo analogous -shifts, as was demonstrated by the rearrangement of the o-lithiated N-(trimethylsilyl)aniline 63b to the o-(trimethylsilyl)anilines 65a,b.When a benzoyl and sulfonyl group can compete for the -shifts, as in the N-tosylated benzamide 47b, only the benzoyl group migrates.However, the migration tendency of the trimethylsilyl group equals that of the benzoyl group as was shown with the N-silylated benzamide 66b.

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