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N1,N1-Diethyl-4-[4-(diethylamino)benzyl]aniline is a substituted benzylamine derivative characterized by the presence of a diethylamino group and additional ethyl groups attached to the nitrogen atoms. This versatile chemical compound serves as a crucial intermediate in the synthesis of a variety of pharmaceuticals and organic compounds. Its unique structure endows it with potential applications in the development of dyes, optical brighteners, and other organic compounds, as well as in organic synthesis as a reagent and in catalytic processes.

135-91-1

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135-91-1 Usage

Uses

Used in Pharmaceutical Synthesis:
N1,N1-Diethyl-4-[4-(diethylamino)benzyl]aniline is utilized as an intermediate in the production of various pharmaceuticals, contributing to the development of new medicinal compounds due to its chemical properties and reactivity.
Used in Dye and Optical Brightener Production:
In the chemical industry, N1,N1-DIETHYL-4-[4-(DIETHYLAMINO)BENZYL]ANILINE is employed as a building block for synthesizing dyes and optical brighteners, where its specific molecular structure enhances color and luminosity in various applications.
Used in Organic Synthesis:
N1,N1-Diethyl-4-[4-(diethylamino)benzyl]aniline is used as a reagent in organic synthesis, facilitating a range of chemical reactions and contributing to the formation of desired organic compounds.
Used in Catalysts for Chemical Reactions:
N1,N1-DIETHYL-4-[4-(DIETHYLAMINO)BENZYL]ANILINE also serves as a catalyst in various chemical reactions, improving the efficiency and selectivity of processes in the chemical and pharmaceutical industries.
Used in Medicinal Compound Development:
N1,N1-Diethyl-4-[4-(diethylamino)benzyl]aniline has been studied for its potential pharmacological properties, showing promise in the development of innovative medicinal compounds that could address unmet medical needs.

Check Digit Verification of cas no

The CAS Registry Mumber 135-91-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 5 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 135-91:
(5*1)+(4*3)+(3*5)+(2*9)+(1*1)=51
51 % 10 = 1
So 135-91-1 is a valid CAS Registry Number.
InChI:InChI=1/C21H30N2/c1-5-22(6-2)20-13-9-18(10-14-20)17-19-11-15-21(16-12-19)23(7-3)8-4/h9-16H,5-8,17H2,1-4H3

135-91-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-[[4-(diethylamino)phenyl]methyl]-N,N-diethylaniline

1.2 Other means of identification

Product number -
Other names bis(N,N-diethylaminophenyl)methane

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:135-91-1 SDS

135-91-1Relevant academic research and scientific papers

Selectfluor facilitated bridging of indoles to bis(indolyl)methanes using methyl: Tert -butyl ether as a new methylene precursor

Jin, Jiang,Li, Yinghua,Xiang, Shiqun,Fan, Weibin,Guo, Shiwei,Huang, Deguang

, p. 4076 - 4081 (2021/05/19)

A novel, green and efficient method is developed for the synthesis of methylene bridged bis(indolyl)methanes in good to excellent yields. The reaction employs methyl tert-butyl ether (MTBE) as the methylene source and selectfluor as an oxidizing agent. The scope and versatility of the methods have been successfully demonstrated with 48 examples. The metal-free transformation process is suitable for scale-up production. A selectfluor-promoted oxidative reaction mechanism is proposed based on the results of the experimental studies. This journal is

Preparation method of tetraethyl michler's ketone

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Paragraph 0019; 0022; 0025; 0028, (2018/03/26)

The invention provides a preparation method of tetraethyl michler's ketone. N, N'-diethyl aniline is taken as a raw material and is subjected to condensation with formaldehyde to obtain intermediate 4,4'-diphenyl methane (diphenylamine) diphenylmethane, and tetraethyl michler's ketone is obtained by oxidizing the intermediate. The preparation method has the advantages of cheap and available raw materials, low reaction temperature, good solubility of the reaction intermediate, good reaction yield, simple and convenient in operation and suitable for industrial production.

Highly regioselective para-methylthiolation/bridging methylenation of arylamines promoted by NH4I

Xu, Yinfeng,Cong, Tiantian,Liu, Ping,Sun, Peipei

supporting information, p. 9742 - 9745 (2015/10/05)

Aryl methyl thioethers and methylene-bridged arylamines were synthesized via highly regioselective para-methylthiolation/bridging methylenation of arylamines using DMSO as the methylthio or methylene source in the presence of NH4I under metal-free conditions. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields.

Copper(II)-catalyzed C-H (sp3) oxidation and C-N cleavage: Synthesis of methylene-bridged compounds using TMEDA as a carbon source in water

Zhao, Dan,Wang, Yue,Zhu, Min-Xue,Shen, Qi,Zhang, Lei,Du, Yun,Li, Jian-Xin

, p. 10272 - 10276 (2013/09/02)

A green, simple, and efficient protocol for the selective methylenation via CuCl2/oxygen-mediated C-H (sp3) oxidation and C-N cleavage using tetramethylethylenediamine (TMEDA) as a carbon source has been developed. The reactions were achieved in green solvent water under atmospheric conditions. The protocol exhibited a broad substrate scope including indoles, anilines, pyrroles and 1,3-dicarbonyls. Furthermore, two key intermediates of the reaction were successfully identified and the mechanism was explored. The Royal Society of Chemistry 2013.

Cu(ii)-catalyzed C-H (SP3) oxidation and C-N cleavage: Base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source

Zhang, Lei,Peng, Chen,Zhao, Dan,Wang, Yue,Fu, Hai-Jian,Shen, Qi,Li, Jian-Xin

supporting information; experimental part, p. 5928 - 5930 (2012/07/27)

Base-switched methylenation and formylation using tetramethylethylenediamine (TMEDA) as a carbon source have been achieved under mild conditions, catalyzed by CuCl2, with atmospheric oxygen as oxidant. Bisindolylmethanes, diphenylmethanes and 3-formylindoles were synthesized with excellent regioselectivity and good yield.

Synthesis and photochromic properties of substituted naphthopyran compounds

Wang, Zhen,Meng, Qinghua,Zhang, Zhihui,Fu, Dingliang,Zhang, Wanbin

experimental part, p. 2246 - 2250 (2011/04/22)

A group of 3,3-diaryl-3H-naphtho[2,1-b]pyran compounds with functional substituents at the 5- and 6-positions of the naphthopyran skeleton and the para positions at the 3-aryl moieties were prepared through condensation reactions between 2-naphthol derivatives and 1,1-diarylprop-2-yn-1-ol derivatives. The chemical structures of the compounds were confirmed by NMR and MS. The crystal structure of 3,3-diphenyl-6-morpholino-3H-naphtho[2,1-b]pyran (4b) was determined and the relationship between the pyran substructure and photochromism was discussed. The photochromic properties were studied as well, and decoloration kinetics of colored forms was fitted to the biexponential model. Among these compounds, 4b was considered to be the best one due to the large ΔOD of colored form, which is one of the most important properties used in the photochromic material.

3,6-DISUBSTITUTED XANTHYLIUM SALTS

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Page/Page column 75, (2010/07/02)

This invention pertains generally to processes, uses, methods and materials utilising particular xanthylium compounds, including compounds of formula (I) and (II), as further defined herein. These compounds are useful as drugs, for example, in the treatment of tauopathies, such as Alzheimer's disease.

Benzotriazole Mediated Synthesis of Methylenebisanilines

Katritzky, Alan R.,Lan, Xiangfu,Lam, Jamshed N.

, p. 341 - 346 (2007/10/02)

Methylenebisanilines and methylenebis(N,N-dialkylaniline)s are prepared by the reactions of 1-hydroxymethylbenzotriazole with anilines and with N,N-dialkylanilines under acidic conditions.Isolation of the intermediate 4-(benzotriazol-1-ylmethyl)anilines and the N,N-dialkyl analogues and their reactions with anilines allow the efficient preparation of both symmetrical and unsymmetrical members of both product classes.

Effect of Substituents on the Reaction of Aromatic Amines and Formaldehyde in Acid Medium

Nayar, Mazhuvadyil R. Gopinathan,Francis, Joseph D.

, p. 776 - 780 (2007/10/02)

The kinetics and mechanism of the condensation of N- and C-substituted aromatic amines with formaldehyde in acid medium have been studied using quantitative TLC technique, and the first order rate constants and relative reactivities calculated.In all cases where para-position is free, 4-aminobenzyl alcohols are the initial products.These undergo condensation with amines to give 4-(4-aminobenzyl)anilines.The effect of substituents on the reactivity of amines has been discussed.

Alkylidene Transfer from Monochloroalkylmercury(II) Compounds to Aromatic Amines; Selective C-Alkylation

Barluenga, Jose,Campos, Pedro J.,Roy, Miguel A.,Asensio, Gregorio

, p. 1420 - 1426 (2007/10/02)

αα-Diarylalkane derivatives have been synthesized from monochloroalkylmercury(II) compounds in a noncarbenoid alkylidene transfer reaction which takes place selectively on the aromatic ring.A mechanism is suggested for this process.Intermediate products are prepared by alternative routes to ascertain their participation in the course of the reaction.As a consequence, two different aryl groups can be successively incorporated into the alkane molecule.

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