19829-56-2

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethanediyl)bis[4-bromo-
• CAS NO: 19829-56-2
• Molecular Formula: C14H12Br2
• Molecular Weight: 340.057
• Mol File: 19829-56-2.mol
• Article Data: 48

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[4-bromo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[4-bromo-(19829-56-2)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethanediyl)bis[4-bromo-(19829-56-2)

Safety Data

• Hazardous Substances Data: 19829-56-2(Hazardous Substances Data)

Usage

General Description

Benzene, 1,1'-(1,2-ethanediyl)bis[4-bromo- is a chemical compound that consists of a benzene ring with two ethylene bridges connecting it. The compound also contains two 4-bromo substituents attached to the benzene ring. It is also known as 1,2-ethanediylbis(4-bromobenzene) and is commonly used in organic synthesis and chemical reactions due to its ability to act as a building block for creating more complex molecules. Benzene, 1,1'-(1,2-ethanediyl)bis[4-bromo- is important in the production of various pharmaceuticals, agrochemicals, and advanced materials. Additionally, it is essential in the development of various polymers and plastics, making it an important chemical for various industries.

Upstream product

• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 18869-30-2 (E)-4,4'-dibromostilbene 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 75-21-8 oxirane 
• 7446-70-0 aluminium trichloride 
• 108-86-1 bromobenzene 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 115055-85-1 bromo-[(4-bromophenyl)methyl]zinc 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 24898-17-7 4,4'-dibromodibenzylamine 
• 124617-86-3 N-(acetyloxy)-N-((phenylmethyl)oxy)benzamide 

Downstream Products

• 4433-12-9 4,4'-diphenethyl-biphenyl 
• 23923-21-9 5-Phenyl-2,3,4-tris-(p-brom-phenyl)-(αββ)-cyclopentadien-(2,4)-on-(1) 
• 586-76-5 4-Bromobenzoic acid 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 444618-63-7 [p-(3,4-Me₂C₅H₃)C₆H₄CH₂]2 
• 444618-61-5 [p-(C₅Me₄H)C₆H₄CH₂]2 
• 1694-23-1 1,2-bis(4-phenylphenyl)ethane 
• 43012-23-3 1,2-bis(4'-methylbiphenyl-4-yl)ethane 
• 88579-94-6 {4-[2-(4-hydroxymethyl-phenyl)ethyl]phenyl}methanol 
• 38058-86-5 1,2-bis<4-(chloromethyl)phenyl>ethane 
• 6622-80-6 1,2-Bis(4-iodophenyl)ethane 
• 6128-15-0 1,2-bis(4'-diethynyl-phenyl)ethane 
• 130987-65-4 α,α'-dibromo-bibenzyl-4,4'-dicarbonitrile 
• 144092-35-3 (E)-4-(4-bromostyryl)benzonitrile 

Relevant articles and documents

Alkali Metal Adducts of an Iron(0) Complex and Their Synergistic FLP-Type Activation of Aliphatic C-X Bonds

We report the formation and full characterization of weak adducts between Li+ and Na+ cations and a neutral iron(0) complex, [Fe(CO)3(PMe3)2] (1), supported by weakly coordinating [BArF20] anions, [1·M][BArF20] (M = Li, Na). The adducts are found to synergistically activate aliphatic C-X bonds (X = F, Cl, Br, I, OMs, OTf), leading to the formation of iron(II) organyl compounds of the type [FeR(CO)3(PMe3)2][BArF20], of which several were isolated and fully characterized. Stoichiometric reactions with the resulting iron(II) organyl compounds show that this system can be utilized for homocoupling and cross-coupling reactions and the formation of new C-E bonds (E = C, H, O, N, S). Further, we utilize [1·M][BArF20] as a catalyst in a simple hydrodehalogenation reaction under mild conditions to showcase its potential use in catalytic reactions. Finally, the mechanism of activation is probed using DFT and kinetic experiments that reveal that the alkali metal and iron(0) center cooperate to cleave C-X via a mechanism closely related to intramolecular FLP activation.

Skeletal editing through direct nitrogen deletion of secondary amines

Synthetic chemistry aims to build up molecular complexity from simple feedstocks1. However, the ability to exert precise changes that manipulate the connectivity of the molecular skeleton itself remains limited, despite possessing substantial potential to expand the accessible chemical space2,3. Here we report a reaction that ‘deletes’ nitrogen from organic molecules. We show that N-pivaloyloxy-N-alkoxyamides, a subclass of anomeric amides, promote the intermolecular activation of secondary aliphatic amines to yield intramolecular carbon–carbon coupling products. Mechanistic experiments indicate that the reactions proceed via isodiazene intermediates that extrude the nitrogen atom as dinitrogen, producing short-lived diradicals that rapidly couple to form the new carbon–carbon bond. The reaction shows broad functional-group tolerance, which enables the translation of routine amine synthesis protocols into a strategy for carbon–carbon bond constructions and ring syntheses. This is highlighted by the use of this reaction in the syntheses and skeletal editing of bioactive compounds.

The synergy between the CsPbBr3nanoparticle surface and the organic ligand becomes manifest in a demanding carbon-carbon coupling reaction

We demonstrate here the suitability of CsPbBr3nanoparticles as photosensitizers for a demanding photoredox catalytic homo- and cross-coupling of alkyl bromides at room temperature by merely using visible light and an electron donor, thanks to the cooperative action between the nanoparticle surface and organic capping.