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1,3,5-Triphenylpyrazole is a trisubstituted pyrazole derivative that can be synthesized through the oxidative aromatization of 1,3,5-trisubstituted pyrazolines using various oxidizing agents such as N-bromosuccinimide (NBS), N,N′,N,N′-tetrabromo-benzene-1,3-disulfonylamide (TBBDA), N,N′-dibromo-N,N′-1,2-ethanediylbis(p-toluenesulphonamide) (BNBTS), or trichloroisocyanuric acid under solvent-free or heterogeneous conditions, often with microwave assistance, yielding moderate to high efficiency. 1,3,5-Triphenylpyrazole is part of a broader class of pyrazoles, which are of interest due to their potential applications in medicinal and materials chemistry.

2183-27-9

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2183-27-9 Usage

Type of compound

Pyrazole derivative

Structure

Three phenyl groups attached to the pyrazole ring

Common use

Organic synthesis reactions

Thermal stability

High

Application in chemistry

Ligand in coordination chemistry

Potential applications

Pharmaceuticals, agrochemicals, and materials science

Role in photochemical reactions

Studied for its potential

Use as a photoinitiator

In polymerization processes

Check Digit Verification of cas no

The CAS Registry Mumber 2183-27-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,8 and 3 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2183-27:
(6*2)+(5*1)+(4*8)+(3*3)+(2*2)+(1*7)=69
69 % 10 = 9
So 2183-27-9 is a valid CAS Registry Number.

2183-27-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3,5-triphenylpyrazole

1.2 Other means of identification

Product number -
Other names 1,3,5-triphenyl-pyrazol

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:2183-27-9 SDS

2183-27-9Relevant academic research and scientific papers

Oxone?-promoted one-pot synthesis of 1-aryl-4-(organylselanyl)-1H-pyrazoles

Jacob, Raquel G.,De Oliveira, Daniela H.,Peglow, Thiago J.,Nascimento, José E. R.,Bartz, Ricardo H.

, p. 2144 - 2152 (2019)

We describe herein an efficient protocol for the one-pot synthesis of 4-organylselanylpyrazoles by direct cyclocondensation and C-H bond selenylation reactions starting from hydrazines, 1,3-diketones and diorganyl diselenides promoted by Oxone?

Microwave-assisted aromatization of 1,3,5-trisubstituted 2-pyrazolines by silica-supported N-bromosuccinimide as a useful reagent under solvent free 'dry' condition

Azarifar, Davood,Maleki, Behrooz

, p. 865 - 870 (2005)

An efficient aromatization of 1,3,5-trisubstituted 2-pyrazolines to theircorresponding pyrazoles by NBS was carried out under microwave irradiation and solvent-free conditions in moderate yields. It has also been observed that, by activating the NBS reage

N,N′,N,N′-tetrabromo-benzene-1,3-disulfonylamide as a novel reagent for oxidative aromatization of 1,3,5-trisubstituted pyrazolines under heterogeneous and solvent-free conditions

Ghorbani-Vaghei, Ramin,Azarifar, Davood,Khazaei, Ardeshir,Maleki, Behrooz

, p. 1877 - 1881 (2004)

1,3,5-Trisubstituted pyrazolines were converted to the corresponding pyrazoles in good yields under heterogeneous and solvent-free conditions by N,N′,N,N′-tetrabromo-benzene-1,3-disulfonylamide [TBBDA] at ambient temperature.

Mild oxidation of 1,3,5-trisubstituted pyrazolines with N-bromo-sulphonamides

Ghorbani-Vaghei, Ramin,Azarifar, Davood,Maleki, Behrooz

, p. 1373 - 1376 (2004)

1,3,5-Trisubstituted pyrazolines to pyrazoles are carried out efficiently in the presence of new reagents N,N,N′,N′-tetrabromo-benzene-1,3- disulfonylamine [TBBDA] and N,N′-dibromo-N,N′-1,2-ethanediylbis-(p- toluenesulphonamide) [BNBTS] in solvent-free conditions with catalytic amounts of SiO2 under microwave irradiation in high yields.

Trichloroisocyanuric acid as a novel oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines under both heterogeneous and solvent free conditions

Zolfigol, Mohammad Ali,Azarifar, Davood,Maleki, Behrooz

, p. 2181 - 2183 (2004)

Trichloroisocyanuric acid is used as an effective oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines to their corresponding pyrazoles under both heterogeneous and also solvent free conditions with good yields at room temperature.

4-(p-Chloro)phenyl-1,2,4-triazole-3,5-dione as a novel and reusable reagent for the oxidation of 1,3,5-trisubstituted pyrazolines under mild conditions

Zolfigol, Mohammad Ali,Azarifar, Davood,Mallakpour, Shadpour,Mohammadpoor-Baltork, Iraj,Forghaniha, Ali,Maleki, Behrooz,Abdollahi-Alibeik, Mohammad

, p. 833 - 836 (2006)

4-(p-Chloro)phenyl-1,3,4-triazole-3,5-dione is used as an effective oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines to their corresponding pyrazoles under mild conditions with moderate to good yields at room temperature.

Silica-supported 1,3-dibromo-5,5-dimethylhydantoin (DBH) as a useful reagent for microwave-assisted aromatization of 1,3,5-trisubstituted pyrazolines under solvent-free conditions

Azarifar, Davood,Zolfigol, Mohammad Ali,Maleki, Behrooz

, p. 1744 - 1746 (2004)

1,3,5-Trisubstituted pyrazolines are rapidly and conveniently oxidized to their corresponding pyrazoles by 1,3-dibromo-5,5-dimethylhydantoin (DBH) under microwave irradiation and solvent-free conditions. The presence of silica gel as a supporting agent is

Synthesis of 1: H -indazoles by an electrochemical radical Csp2-H/N-H cyclization of arylhydrazones

Alhumade, Hesham,Lei, Aiwen,Li, Dongting,Wan, Hao,Xia, Huadan,Yang, Liwen,Yi, Hong

, p. 665 - 668 (2022/01/22)

The development of efficient and sustainable C-N bond-forming reactions to N-heterocyclic frameworks has been a long-standing interest in organic synthesis. In this work, we develop an electrochemical radical Csp2-H/N-H cyclization of arylhydrazones to 1H-indazoles. The electrochemical anodic oxidation approach was adopted to synthesize a variety of 1H-indazole derivatives in moderate to good yields. HFIP was not only employed as a solvent or the proton donor, but also can promote the formation of N free radicals. This synthetic methodology is operationally simple, and less expensive electrodes would be suitable for this chemistry. This journal is

TBHP/Cu(OAc)2 mediated oxidation of pyrazolines: A convenient method for the preparation of pyrazoles

Kolla, Sai Teja,Somanaboina, Ramya,Bhimapaka, China Raju

, p. 1425 - 1432 (2021/02/27)

An efficient and simple oxidative protocol has been developed for the preparation of pyrazoles from pyrazolines mediated by TBHP/Cu(OAc)2 at room temperature. The present protocol has been successfully applied for the preparation of various pyrazole compounds from heterocyclic pyrazolines.

PEROVSKITES FOR PHOTOCATALYTIC ORGANIC SYNTHESIS

-

, (2022/01/07)

Nature is capable of storing solar energy in chemical bonds via photosynthesis through a series of C—C, C—O and C—N bond-forming reactions starting from CO2 and light. Direct capture of solar energy for organic synthesis is a promising approach

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