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3-Bromo-1H-pyrrole-2,5-dione, also known as 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole, is a chemical compound with the molecular formula C4H2BrNO2. It is a derivative of pyrrole with a bromine atom and two carbonyl groups attached to the pyrrole ring. This unique structure and reactivity make it an important intermediate in organic chemistry, allowing for the creation of diverse chemical compounds with potential therapeutic and agricultural applications.

98026-79-0

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98026-79-0 Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole is used as a building block in the synthesis of various pharmaceuticals. Its unique structure and reactivity make it an important intermediate in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole is also used as a building block in the synthesis of various agrochemicals. Its unique structure and reactivity make it an important intermediate in the development of new agrochemicals with potential applications in agriculture.
Used in Materials Science:
3-Bromo-1H-pyrrole-2,5-dione, 3-Bromo-2,5-dihydro-2,5-dioxo-1H-pyrrole is of interest in the field of materials science due to its potential use in the production of polymers and other advanced materials. Its unique structure and reactivity make it a promising candidate for the development of new materials with various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 98026-79-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,8,0,2 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 98026-79:
(7*9)+(6*8)+(5*0)+(4*2)+(3*6)+(2*7)+(1*9)=160
160 % 10 = 0
So 98026-79-0 is a valid CAS Registry Number.

98026-79-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromo-1H-pyrrole-2,5-dione

1.2 Other means of identification

Product number -
Other names 3-brom-1H-pyrrol

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:98026-79-0 SDS

98026-79-0Relevant academic research and scientific papers

Conjugation-induced fluorescence labelling of mesoporous silica nanoparticles for the sensitive and selective detection of copper ions in aqueous solution

Cui, Jingjing,Wang, Shangfeng,Huang, Kai,Li, Yongsheng,Zhao, Wenru,Shi, Jianlin,Gu, Jinlou

, p. 6017 - 6024 (2014)

Although the development of sensors for the detection of Cu2+ ions has significant importance, sensitive and selective recognition systems are still limited. Herein, the non-fluorescent small molecule of 2-bromomaleimide (BM) was firstly converted to 2-aminomaleimide (NM) by a simple nucleophilic addition-elimination reaction with pre-grafted amino groups in the meso-space of mesoporous silica nanoparticles (MSNs), and then was designed as fluorescent on-off probes for Cu2+ ion recognition. The strong green fluorescence emitted from the pendent NM was induced by the interaction between the lone electron pairs of the N atoms in amino groups and the conjugated maleimide rings. The fluorescence of MSNs labelled NM (MSNs-NM) could be selectively quenched by Cu2+ ions in aqueous solution and consequently exhibited sensitive fluorescence on-off switching effects for Cu2+ ions. The detection limit was as low as 0.28 μM Cu2+, which was far below the U.S. EPA limit of 20 μM. This prefigured the potential applications of the current chemosensor for the detection of Cu2+ ions in aqueous solution and in living cells. The small-angle XRD, TEM, BET, FT-IR, UV-vis absorption measurements all agreed on the fact that the sensitive probes of BM had been successfully labelled at the pore surface of MSNs.

Bromomaleimides: New reagents for the selective and reversible modification of cysteine

Tedaldi, Lauren M.,Smith, Mark E. B.,Nathani, Ramiz I.,Baker, James R.

, p. 6583 - 6585 (2009)

Bromomaleimides react rapidly and selectively with cysteine to afford thiomaleimides which can be cleaved with a phosphine to regenerate the cysteine or treated with a base to afford dehydroalanine. The Royal Society of Chemistry 2009.

Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds

Deeprose, Mark J.,Lowe, Martin,Noble, Adam,Booker-Milburn, Kevin I.,Aggarwal, Varinder K.

supporting information, p. 137 - 141 (2021/12/17)

The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, we show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.

Compound based on cascade sulfydryl/bromo maleimide Michael addition and application thereof

-

Paragraph 0067; 0071-0072, (2020/11/02)

The invention relates to a compound based on cascade sulfydryl/bromo maleimide Michael addition and application of the compound. The structural formula of the digitally encoded macromolecule is shownas a formula (I) which is described in the specification, and the digitally encoded macromolecule has a single molecular weight and an accurate sequence structure and is synthesized through an iterative sequence exponential growth strategy. The compound can be simply and quickly sequenced by utilizing tandem mass spectrometry, and can be widely applied to the fields of information storage and anti-counterfeiting.

Cheap and efficient preparation method of benzene triimide and derivative thereof

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Paragraph 0052; 0059; 0060, (2020/05/01)

The invention discloses a preparation method of benzene triimide (BTI) and a derivative thereof, wherein the structural general formula of the compound is represented by a formula I. The preparation method comprises the following steps: under the condition of refluxing in a mixed solution of acetic acid and water, carrying out an intermolecular aromatic ring construction reaction on a maleimide derivative represented by a formula II to obtain the benzene triimide (BTI) and the derivative I thereof. According to the invention, the cheap and easily available raw materials maleic anhydride and maleimide and the cheap and easily available primary amine compound are selected and subjected to simple addition, elimination and amination to rapidly prepare a large amount of maleimide derivatives, and further the maleimide derivatives are subjected to an intermolecular cyclization reaction to rapidly prepare the benzene triimide (BTI) and the derivative thereof in one step, so that the reactionconditions are mild, and the obtained product is stable in air and easy to separate and purify, and has good application prospect.

Benzene Triimides: Facile Synthesis and Self-Assembly Study

Tuo, De-Hui,He, Qing,Wang, Qi-Qiang,Ao, Yu-Fei,Wang, De-Xian

supporting information, p. 684 - 688 (2019/05/28)

Herein, we report an efficient one-pot condensation of maleimide derivatives in the presence of acetic acid and water to afford a series of benzene triimides (BTIs). The structure, physicochemical properties and electrochemistry behavior of BTIs were studied by means of X-ray crystallography, UV-Vis spectra, cyclic voltammetry and differential pulse voltammetry. Owing to the planar structure and unique electron-deficient nature, BTIs can self-assemble into different motifs including nanorod, nanotube, nanobrick and cross-linked structure depending on different N-substituents. The origin for different self-assemblies was ascribed to the intermolecular lone pair-π interaction or a balance of lone pair-π and π-π stacking.

N/O-LINKED DEGRONS AND DEGRONIMERS FOR PROTEIN DEGRADATION

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Page/Page column 283, (2019/01/10)

This invention provides Degronimers that have E3 Ubiquitin Ligase targeting moieties (Degrons) that can be linked to a targeting ligand for a protein that has been selected for in vivo degradation, and methods of use and compositions thereof as well as methods for their preparation. The invention also provides Degrons that can be used to treat disorders mediated by cereblon or an Ikaros family protein, and methods of use and compositions thereof as well as methods for their preparation.

Copper-catalysed bromoamination of maleimides using NBS as the bromine source

Kong, De-Huan,An, Yu-Long,Shao, Zhi-Yu,Zhao, Sheng-Yin

, p. 476 - 480 (2018/10/15)

CuBr2-catalysed bromoamination of maleimides has been achieved in THF with alkylamines and N-bromosuccinimide as nitrogen and bromine sources respectively. The reaction conditions were optimised. A series of bromoamination products such as 3-am

CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS

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Page/Page column 56; 68, (2017/09/27)

The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.

A mild and selective protecting and reversed modification of thiols

Li, Xiangmin,Li, Hongxian,Yang, Wei,Zhuang, Jinchen,Li, Hao,Wang, Wei

supporting information, p. 2660 - 2663 (2016/06/01)

One selective thiol-protecting study has been investigated for a wide range of thiols including general thiols and thiols containing multiple functional groups. The reactions of bromomaleimides and thiols under the mild condition afforded the protected products in excellent yields. The thiols can be recovered very quickly using dithiothreitol (DTT) under the mild condition.

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