32368-06-2

Basic information

• Product Name: (p-Bromophenyl)-1,2-ethane cyclic carbonate
• Synonyms: (p-Bromophenyl)-1,2-ethane cyclic carbonate
• CAS NO: 32368-06-2
• Molecular Weight: 243.057
• Mol File: 32368-06-2.mol

Chemical Properties

• CAS DataBase Reference: (p-Bromophenyl)-1,2-ethane cyclic carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: (p-Bromophenyl)-1,2-ethane cyclic carbonate(32368-06-2)
• EPA Substance Registry System: (p-Bromophenyl)-1,2-ethane cyclic carbonate(32368-06-2)

Safety Data

• Hazardous Substances Data: 32368-06-2(Hazardous Substances Data)

Upstream product

• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 616-38-6 carbonic acid dimethyl ester 
• 4654-39-1 4-bromophenethanol 
• 18511-62-1 4-fluorostyrene oxide 
• 124-38-9 carbon dioxide 
• 32017-76-8 (+/-)-2-(4-bromophenyl)oxirane 
• 530-62-1 1,1'-carbonyldiimidazole 
• 2039-82-9 1-bromo-4-ethenyl-benzene 

Downstream Products

• 201403-02-3 (+/-)-2-amino-2-(4-bromophenyl)ethanol 

Relevant articles and documents

Cyclic Carbonates from CO2 and Epoxides Catalyzed by Tetra- and Pentacoordinate Amidinate Aluminum Complexes

A series of mono-, bi-, and trimetallic alkylaluminum complexes ((L1)AlMe2 (1), (L1)Al2Me5 (2), (L2)AlMe2 (3), (L2)Al2Me5 (4), (L2)su

Synthesis of cyclic carbonates catalysed by aluminium heteroscorpionate complexes

Parallel catalyst screening was used to develop new aluminium scorpionate based catalysts for the synthesis of cyclic carbonates from epoxides and carbon dioxide. Nineteen complexes were included in the catalyst screening, which resulted in the developmen

Toward a Neutral Single-Component Amidinate Iodide Aluminum Catalyst for the CO2Fixation into Cyclic Carbonates

A new iodide aluminum complex ({AlI(κ4-naphbam)}, 3) supported by a tetradentate amidinate ligand derived from a naphthalene-1,8-bisamidine precursor (naphbamH, 1) was obtained in quantitative yield via reaction of the corresponding methyl aluminum complex ({AlMe(κ4-naphbam)}, 2) with 1 equiv of I2 in CH2Cl2 at room temperature. Complexes 2 and 3 were tested and found to be active as catalysts for the cyclic carbonate formation from epoxides at 80 °C and 1 bar of CO2 pressure. A first series of experiments were carried out with 1.5 mol % of the alkyl complex 2 and 1.5 mol % of tetrabutylammonium iodide (TBAI) as a cocatalyst; subsequently, the reactions were carried out with 1.5 mol % of iodide complex 3 as a single-component catalyst. Compound 3 is one of the first examples of a nonzwitterionic halide single-component aluminum catalyst producing cyclic carbonates. The full catalytic cycle with characterization of all minima and transition states was characterized by quantum chemistry calculations (QCCs) using density functional theory. QCCs on the reaction mechanism support a reaction pathway based on the exchange of the iodine contained in the catalyst by 1 equiv of epoxide, with subsequent attack of I- to the epoxide moiety producing the ring opening of the epoxide. QCCs triggered new insights for the design of more active halide catalysts in future explorations of the field.

In-Depth Experimental and Computational Investigations for Remarkable Gas/Vapor Sorption, Selectivity, and Affinity by a Porous Nitrogen-Rich Covalent Organic Framework

Porous nitrogen-rich covalent organic frameworks (COFs) are most challenging materials for selective CO2 capture, separation, and conversion for a substantive impact on the environment and clean energy application. On the other hand, separation of industrial cyclic congeners (benzene/cyclohexane) by the host-guest interaction through ?-electron-rich and -deficient centers in a COF is the key. On the basis of the strategic design, a triazine-based benz-bis(imidazole)-bridged COF (TBICOF) has been synthesized under polycondensation conditions and structurally characterized by various analytical techniques. Because of the presence of a benz-bis(imidazole) ring, TBICOF exhibits permanent stability and porosity in the presence of acid and base monitored by the wide-angle X-ray pattern and N2 sorption studies. The enhanced CO2 uptake of 377.14 cm3 g-1 (73.4 wt %) at 195 K confirms its high affinity toward the framework. CO2 sorption is highly selective over N2 and CH4 because of very strong interactions between CO2 and triazine and benz-bis(imidazole)-functionalized pore walls of TBICOF as clearly evident from the isosteric heat of adsorption and ideal adsorbed solution theory calculation, which is higher than other reported functionalized metal-organic frameworks or COFs. Interestingly, TBICOF also behaves as a heterogeneous organocatalyst for chemical fixation of CO2 into cyclic carbonates under ambient conditions. The ?-electron-deficient triazine and benz-bis(imidazole) moieties have been utilized for selective sorption and separation of benzene (641.9 cm3 g-1) over cyclohexane (186.2 cm3 g-1). Computational studies based on density functional theory and grand canonical Monte Carlo molecular simulations further support the selectivity of CO2 (over N2 and CH4) and benzene (over cyclohexane).

Unexpected intramolecular: N -arylcyano-β-diketiminate cyclization in new aminoquinoline derivative complexes of aluminium for CO2 fixation into cyclic carbonates

New 4-amino-3-iminoquinoline derivative ligands (L1-4) were synthesized through an intramolecular exo-dig cyclization of anionic β-diketiminates, containing an N-benzonitrile moiety. The effect of the alkali-metal in this reaction was investigated and an inverse effect between the size of the cation and the cyclization rate was revealed. The effect of the reaction temperature was also studied, in which a direct dependence was observed. Kinetic and theoretical studies were performed in an attempt to clarify the reaction mechanism, obtaining a first-order reaction rate dependence with an activation energy of 20.6 kcal mol-1, with DFT-based calculations supporting the proposed mechanism. In addition, four new aluminium complexes were isolated in high yields (C1-4), which were evaluated as catalysts for the preparation of cyclic carbonates from epoxides and CO2, thus becoming the first examples of the use of β-diketiminate ligands in this catalytic process. The reactions were performed at 80 °C and 1 bar CO2 pressure under solvent-free conditions. We were able to prepare a large variety of cyclic carbonates in excellent selectivities and yields, employing the aluminium complex C3. The L1-4 ligands and C1-4 complexes were characterized using NMR, FT-IR, HRMS, and X-ray diffraction methods.

Titanium-based zeolitic imidazolate framework for chemical fixation of carbon dioxide

A titanium-based zeolitic imidazolate framework (Ti-ZIF) with high surface area and porous morphology was synthesized and its efficacy was demonstrated in the synthesis of cyclic carbonates from epoxides and carbon dioxide.

Aromatic guanidines as highly active binary catalytic systems for the fixation of CO2 into cyclic carbonates under mild conditions

We have synthesised a set of aromatic mono- and bis(guanidines) which are highly effective binary catalytic systems (guanidine/cocatalyst) for the formation of cyclic carbonates. The presence of multiple N-H bonds causes a modification in the traditional

Metal-free amino-incorporated organosilica nanotubes for cooperative catalysis in the cycloaddition of CO2 to epoxides

The novel amino-incorporated benzene-bridging organosilica nanotubes (AM-NT) were used to efficiently catalyze the cycloaddition of CO2 to epoxides, producing cyclic carbonates under mild conditions. The highest activity was achieved on AM0.4-NT nanotubes with a pore diameter of ～7 nm and a length of ～60 nm in presence of tetrabutylammonium iodide (TBAI). The remarkably enhanced catalytic performance could be ascribed to the cooperative effect of the silanols as acid sites and the amino groups as basic sites, facilely generated in the channel, as well as the transport of substrates and products facilitated by the nanotubes with large pore diameters and short lengths as well as hydrophobicity. Moreover, the catalyst exhibited effective catalytic activity for a broad range of epoxides with a reasonable reusability.

Carbocation/Polyol Systems as Efficient Organic Catalysts for the Preparation of Cyclic Carbonates

Carbocation/polyol systems are shown to be highly efficient catalysts for the synthesis of cyclic carbonates from epoxides and carbon dioxide at 50 °C and 5 MPa CO2 pressure. The best activity was shown by the combination of crystal violet and

Heterobimetallic rare earth metal-zinc catalysts for reactions of epoxides and CO2under ambient conditions

Four homodinuclear rare earth metal (RE) complexes1-4bearing a multidentate diglycolamine-bridged bis(phenolate) ligand were synthesized. In addition, seven heterobimetallic RE-Zn complexes5-11were prepared through a one-pot strategy. In these heterobimetallic complexes, two RE centers are bridged by either Zn(OAc)2or Zn(OBn)2moieties. All complexes were characterized by single crystal X-ray diffraction, elemental analysis, IR spectroscopy, and multinuclear NMR spectroscopy (in the case of diamagnetic complexes1,4,7and11). Moreover, the multi-nuclear structures of complexes4and11in solution were also studied by1H DOSY spectroscopy. These complexes were applied in catalyzing the coupling reaction of carbon dioxide (CO2) with epoxides. Zn(OAc)2- and Zn(OBn)2-bridged heterobimetallic complexes showed comparable catalytic activities under ambient conditions and were more active than monometallic RE complexes. Significant synergistic effect in heterobimetallic complexes is observed. Mono-substituted epoxides were converted into cyclic carbonates under 1 atm CO2at 25 °C in 88-96% yields, whereas di-substituted epoxides reacted under 1 atm CO2at higher temperatures in 40-80% yields.