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5,6-DIMETHYL-1,2,3-BENZOTRIAZOLE HYDRATE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

4184-79-6

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4184-79-6 Usage

Chemical Properties

yellow to brown crystalline powder

Check Digit Verification of cas no

The CAS Registry Mumber 4184-79-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,8 and 4 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4184-79:
(6*4)+(5*1)+(4*8)+(3*4)+(2*7)+(1*9)=96
96 % 10 = 6
So 4184-79-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H9N3/c1-5-3-7-8(4-6(5)2)10-11-9-7/h3-4H,1-2H3,(H,9,10,11)

4184-79-6 Well-known Company Product Price

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  • Alfa Aesar

  • (B25304)  5,6-Dimethyl-1H-benzotriazole monohydrate, 99%   

  • 4184-79-6

  • 5g

  • 339.0CNY

  • Detail
  • Alfa Aesar

  • (B25304)  5,6-Dimethyl-1H-benzotriazole monohydrate, 99%   

  • 4184-79-6

  • 25g

  • 766.0CNY

  • Detail

4184-79-6SDS

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 5,6-Dimethylazimidobenzene

1.2 Other means of identification

Product number -
Other names 5,6-DiMethyl-1,2,3-benzotriazole Hydrate

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:4184-79-6 SDS

4184-79-6Relevant articles and documents

Selective Synthesis of N-H and N-Aryl Benzotriazoles by the [3 + 2] Annulation of Sodium Azide with Arynes

Guin, Avishek,Gaykar, Rahul N.,Bhattacharjee, Subrata,Biju, Akkattu T.

, p. 12692 - 12699 (2019/10/11)

The synthetic utility of NaN3 as the azide component in the [3 + 2] annulation with arynes generated from 2-(trimethylsilyl)aryltriflates resulting in the transition-metal-free synthesis of N-H and N-aryl benzotriazoles has been demonstrated. Using CsF as the fluoride source in CH3CN, the N-H benzotriazoles are formed in high selectivity instead of the expected azidobenzene. Interestingly, N-aryl benzotriazoles are formed using KF and THF as solvent in an open-flask reaction. Moreover, a method for the N1-arylation of benzotriazole is also presented.

Some Aspects of the Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction

Pokhodylo,Tupychak,Shyyka, O. Ya.,Obushak

, p. 1310 - 1321 (2019/11/03)

Some peculiar features of two most commonly used catalytic systems (Cul and CuSOVsodium ascorbate) controlling the regioselectivity of 1,3-dipolar cycloaddition of azides to terminal alkynes have been studied. Their potentialities, main disadvantages, and limitations have been demonstrated by a number of examples, including reactions of low-molecular-weight azides and alkynes containing heterocyclic substituents. The possibility of using novel reagents in click reactions is discussed.

Synthesis of benzotriazoles derivatives and their dual potential as α-amylase and α-glucosidase inhibitors in vitro: Structure-activity relationship, molecular docking, and kinetic studies

Hameed, Shehryar,Kanwal,Seraj, Faiza,Rafique, Rafaila,Chigurupati, Sridevi,Wadood, Abdul,Rehman, Ashfaq Ur,Venugopal, Vijayan,Salar, Uzma,Taha, Muhammad,Khan, Khalid Mohammed

, (2019/09/10)

Benzotriazoles (4–6) were synthesized which were further reacted with different substituted benzoic acids and phenacyl bromides to synthesize benzotriazole derivatives (7–40). The synthetic compounds (7–40) were characterized via different spectroscopic techniques including EI-MS, HREI-MS, 1H-, and 13C NMR. These molecules were examined for their anti-hyperglycemic potential hence were evaluated for α-glucosidase and α-amylase inhibitory activities. All benzotriazoles displayed moderate to good inhibitory activity in the range of IC50 values of 2.00–5.6 and 2.04–5.72 μM against α-glucosidase and α-amylase enzymes, respectively. The synthetic compounds were divided into two categories “A” and “B”, in order to understand the structure-activity relationship. Compounds 25 (IC50 = 2.41 ± 1.31 μM), (IC50 = 2.5 ± 1.21 μM), 36 (IC50 = 2.12 ± 1.35 μM), (IC50 = 2.21 ± 1.08 μM), and 37 (IC50 = 2.00 ± 1.22 μM), (IC50 = 2.04 ± 1.4 μM) with chloro substitution/s at aryl ring were found to be most active against α-glucosidase and α-amylase enzymes. Molecular docking studies on all compounds were performed which revealed that chloro substitutions are playing a pivotal role in the binding interactions. The enzyme inhibition mode was also studied and the kinetic studies revealed that the synthetic molecules have shown competitive mode of inhibition against α-amylase and non-competitive mode of inhibition against α-glucosidase enzyme.

Tert -Butyl nitrite mediated nitrogen transfer reactions: Synthesis of benzotriazoles and azides at room temperature

Azeez, Sadaf,Chaudhary, Priyanka,Sureshbabu, Popuri,Sabiah, Shahulhameed,Kandasamy, Jeyakumar

supporting information, p. 6902 - 6907 (2018/10/02)

A conversion of o-phenylenediamines into benzotriazoles was achieved at room temperature using tert-butyl nitrite. The optimized conditions are also well suited for the transformation of sulfonyl and acyl hydrazines into corresponding azides. This protocol does not require any catalyst or acidic medium. The desired products were obtained in excellent yields in a short span of time.

Microwave-assisted solid phase diazotation: A method for the environmentally benign synthesis of benzotriazoles

Kokel, Anne,T?r?k, Béla

, p. 2515 - 2519 (2017/07/17)

A novel environmentally benign approach based on microwave-assisted solid phase diazotation to convert o-phenylendiamines to substituted benzotriazoles is described. Excellent yields were obtained for a phenylenediamines proving the efficacy of the method. The reaction was carried out in the solid phase under microwave irradiation taking advantage of the strong microwave absorption capability of K-10 montmorillonite that acted as a catalyst and medium in one. The catalyst is recyclable, and the reaction occurs with high efficiency and does not produce any harmful waste.

Visible-light-mediated C2-amination of thiophenes by using DDQ as an organophotocatalyst

Song, Chunlan,Yi, Hong,Dou, Bowen,Li, Yiying,Singh, Atul K.,Lei, Aiwen

supporting information, p. 3689 - 3692 (2017/04/03)

In this work, a direct C-H activation of thiophenes was presented via an oxidation pathway under visible-light irradiation, in which the thiophene radical cation serves as the key intermediate. Various thiophenes and azoles could be transformed into the corresponding amination products well, and H2O was the only byproduct which is environmentally benign. Our results showed that tert-butyl nitrite (TBN) served as the electron transfer mediator and O2 as the terminal oxidant to regenerate the photocatalyst DDQ and revive the photocatalytic cycle.

Facile synthesis of benzotriazole derivatives using nanoparticles of organosilane-based nitrite ionic liquid immobilized on silica and two room-temperature nitrite ionic liquids

Valizadeh, Hassan,Gholipour, Hamid,Mahmoodian, Manzar

, p. 2801 - 2808 (2013/08/15)

Nanoparticles of organosilane-based nitrite ionic liquid immobilized on silica, 1-butyl-3-methylimidazolium nitrite, and 1-(3-trimethoxysilylpropyl)-3- methylimidazolium nitrite were used as effective reagents for the preparation of benzotriazole derivatives from 1,2-diaminobenzenes at room temperature under mild solvent-free conditions. These ionic liquids play as nitrosonium sources in this procedure.1,2-Diaminobenzene derivatives have been treated with ionic liquids to give the related diaminobenzenes in very good to excellent yields in short reaction times. Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the full experimental and spectral details.

Synthesis and activity of 1H-benzimidazole and 1H-benzotriazole derivatives as inhibitors of Acanthamoeba castellanii

Kopańska, Katarzyna,Najda, Andzelika,Zebrowska, Justyna,Chomicz, Lidia,Piekarczyk, Janusz,Myjak, Przemys?aw,Bretner, Maria

, p. 2617 - 2624 (2007/10/03)

Chloro-, bromo- and methyl- analogues of 1H-benzimidazole and 1H-benzotriazole and their N-alkyl derivatives have been synthesized and tested in vitro against the protozoa Acanthamoeba castellanii. The results indicate that 5,6-dimethyl-1H-benzotriazole (11) and 5,6-dibromo-1H-benzotriazole (14) have higher efficacy than the antiprotozoal agent chlorohexidine.

An NMR study of the equilibria involved with benzotriazole, carbonyl compounds, and their adducts

Katritzky, Alan R.,Perumal, Subbu,Savage, G. Paul

, p. 921 - 924 (2007/10/02)

A 1H and 13C NMR study of the equilibrium mixtures of benzotriazole and several carbonyl compounds with their adducts, in [ 2H6]benzene and other solvents, affords the equilibrium constants for the reversible formation of N-1 (K1) and N-2 (K 2) isomeric adducts. Thermodynamic parameters have been computed. Adduct formation is generally less predominant in sterically crowded cases. In general the N-1 isomer predominates over the N-2 isomer, however, with the sterically hindered 4,7-dimethylbenzotriazole this order is reversed.

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