82732-03-4

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethanediyl)bis[3-bromo-
• CAS NO: 82732-03-4
• Molecular Formula: C14H12Br2
• Molecular Weight: 340.057
• Mol File: 82732-03-4.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[3-bromo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethanediyl)bis[3-bromo-(82732-03-4)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethanediyl)bis[3-bromo-(82732-03-4)

Safety Data

• Hazardous Substances Data: 82732-03-4(Hazardous Substances Data)

Upstream product

• 456-43-9 1-bromo-3-(fluoromethyl)benzene 
• 109-89-7 diethylamine 
• 823-78-9 meta-bromobenzyl bromide 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 110-82-7 cyclohexane 
• 591-17-3 meta-bromotoluene 
• 82732-02-3 3-bromobenzyl methanesulfonate 

Downstream Products

• 24656-54-0 <2₂>(3,3')biphenylophane 
• 142421-25-8 1,2-Ethandiylbis(3-benzaldehyd) 
• 4381-01-5 1,2-bis(3-cyanophenyl)ethane 
• 108843-01-2 3,3'-bis(hydroxymethyl)diphenylethane 
• 121262-86-0 1,2-Bis<3-(brommethyl)phenyl>ethan 
• 4380-99-8 1,2-bis(3-carboxyphenyl)ethane 
• 96841-94-0 1,2-bis(m-methoxycarbonylphenyl)ethane 
• 1437383-66-8 1,2-bis(biphenyl-3-yl)ethane 
• 1437383-67-9 1,2-bis(3-(phenanthren-9-yl)phenyl)ethane 

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.

Straightforward synthesis of substituted dibenzyl derivatives

The C-C bond formation by homogeneous catalysis is a powerful tool in organic synthesis. The replacement of noble metal by cheaper one for already reported methodologies is of interest for an economical purpose. The attractivity of such replacement is also enhanced if a first raw transition metal is found to be active in several processes. This work demonstrates that a common nickel complex can be used for a two-step cross-coupling procedure, namely a homocoupling reaction of benzyl derivatives and a subsequent Suzuki reaction. These consecutive reactions permit the synthesis of new polyfunctionalized dibenzyl compounds.

Ultrasound-promoted dimerization of benzylic halides

Simple and straightforward coupling of benzylic compounds was achieved by sonicating benzylic halides in the presence of magnesium.

Practical synthesis of azobenzenophanes

We devised a practical synthetic route to azobenzenophanes via successive Cu- and Pd-catalyzed coupling reaction of aryl hydrazide and aryl halide followed by Cu(I)-mediated oxidation reaction.

Synthesis of analogues of monic acids A and C: Potential herbicides and inhibitors of isoleucyl tRNA synthetase

The m-substituted benzene compounds 16-21 and biphenyl derivatives 25-27 have been synthesised as simplified analogues of monic acids A 3 and C 4. In addition the disubstituted 1,3-dioxanes 41-43 have been prepared and all compounds tested as herbicides and for their ability to inhibit spinach chloroplast isoleucyl tRNA synthetase.

A novel copper (I) mediated, symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides

A comparative study of Li2CuCl4 vs. Li2CuCl2 mediated mono-coupling reactions of dihalide substrates with allylmagnesium bromide is reported. Higher yields were obtained with Li2CuCl3 and the following trends in halide reactivity were observed. Br > Cl for alkyl, aryl, and thiophenyl dihalides; and benzyl halide > phenyl halide. Utilizing these trends, a symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides, simply carried out by combining the dihalide with metallic magnesium and Li2CuCl4 is reported.

THE EFFECT OF ARYL SUBSTITUENTS ON ARYLCARBENE REACTIVITY

Substituted (p-MeO, p-Me, H, p-Cl, p-Br, m-Br, m-MeO, 3,4-Cl2, p-CO2Me, m-CN and p-CN) monophenylcarbenes are generated in a binary mixture of substrates (methanol, cis-4-methyl-2-pentene and cyclohexane) and the relative rate of O - H insertion into methanol to stereospecific cyclopropanation of the olefin to C - H insertion into cyclohexane are calculated from the ratios of products and substrates.It is found (i) that the reactivities of the substrates decrease in the order of methanol, olefin and cyclohexane and (ii) that electron-donating substituents generally lead to reaction with the more reactive substrates while the reaction with the less reactive substrates is favoured in the case of electron-withdrawing substituents.These results are interpreted in terms of the change in the electrophilicity of the singlet arylcarbene by the substituents rather than the change in the singlet-triplet equilibrium.

Electron Transfer in Competition with Loss of Nitrogen in Photochemical Reactions of Aryldiazomethane with Diethylamine

The photolysis of aryldiazomethanes was studied as a function of aryl substituents and the p-nitro group was found to exert a special effect of product distribution.