1251567-11-9

Basic information

• Product Name: 4-(4-fluorophenyl)-1,3-dioxolan-2-one
• Synonyms: 4-(4-fluorophenyl)-1,3-dioxolan-2-one
• CAS NO: 1251567-11-9
• Molecular Weight: 182.151
• Mol File: 1251567-11-9.mol

Chemical Properties

• CAS DataBase Reference: 4-(4-fluorophenyl)-1,3-dioxolan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-fluorophenyl)-1,3-dioxolan-2-one(1251567-11-9)
• EPA Substance Registry System: 4-(4-fluorophenyl)-1,3-dioxolan-2-one(1251567-11-9)

Safety Data

• Hazardous Substances Data: 1251567-11-9(Hazardous Substances Data)

Upstream product

• 18511-62-1 4-fluorostyrene oxide 
• 124-38-9 carbon dioxide 
• 7589-27-7 2-(4-Fluorophenyl)ethanol 
• 102-09-0 bis(phenyl) carbonate 
• 17951-22-3 1-(4-fluorophenyl)ethane-1,2-diol 
• 405-99-2 para-fluorostyrene 
• 1774-47-6 trimethylsulfoxonium iodide 
• 459-57-4 4-fluorobenzaldehyde 
• 144-55-8 sodium hydrogencarbonate 
• 61396-62-1 2-(4-fluorobenzyl)oxirane 

Relevant articles and documents

One-Component Aluminum(heteroscorpionate) Catalysts for the Formation of Cyclic Carbonates from Epoxides and Carbon Dioxide

New neutral and zwitterionic chiral NNO-donor scorpionate ligands 1 and 2 were designed to obtain new mononuclear and dinuclear NNO-heteroscorpionate aluminum complexes. Reaction of 1 with [AlR3] (R=Me, Et) in a 1:1 or 1:2 molar ratio afforded

Cobalt-based catalytic system for the chemical fixation of CO2 under solvent-free conditions

We have described a novel and efficient method for synthesizing cyclic carbonates with ‘Co (NO3)2 .6H2O/L6’-catalyzed coupling of epoxides and CO2 under solvent-free conditions. We proposed a possible reaction mechanism based on some control experiments. Phenylpropiolic acid could be provided by using the same method.

Bifunctional silanol-based HBD catalysts for CO2 fixation into cyclic carbonates

First examples of unprecedented silanol-based bifunctional HBD catalysts [(tBuO)2{(N(CH2CH2)3N)CH2CH2O}Si(OH)]+I- and (Rac)- and (R)-[(tBuO)

(Thio)urea containing quaternary ammonium salts for the CO2-fixation with epoxides

Abstract: A detailed screening of differently substituted chiral and achiral (thio)urea-containing quaternary ammonium salts revealed their potential as catalysts for the CO2-fixation with epoxides to obtain cyclic carbonates in high yields under operationally simple atmospheric pressure conditions. Additional DFT calculations substantiate a mechanism involving an initial addition of the nucleophilic iodide counter anion of the ammonium salt to the H-bonding activated epoxide, followed by stepwise CO2-fixation and cyclization. Graphical abstract: [Figure not available: see fulltext.].

CO2 Fixation with Epoxides under Mild Conditions with a Cooperative Metal Corrole/Quaternary Ammonium Salt Catalyst System

The cooperative catalytic activity of several metal corrole complexes in combination with tetrabutyl-ammonium bromide (TBAB) has been investigated for the reaction of epoxides with CO2 leading to cyclic carbonates. It was found that the use of just 0.05 mol % of a manganese(III)corrole with 2 mol % TBAB exhibits excellent catalytic activity under an atmosphere of CO2.

Metal-Free Cycloaddition of Epoxides and Carbon Dioxide Catalyzed by Triazole-Bridged Bisphenol

1,2,3-triazole-bridged bisphenol has been developed as organocatalyst in the coupling of CO2 and epoxides. In the absence of halide co-catalyst, halomethyl-substituted epoxides reacted with 1 bar CO2, while a series of aryl-substituted epoxides were transformed into cyclic carbonates in 57–95 percent yields at 120 °C and 10 bar pressure. 1,2,3-triazole-bridged bisphenol is thus among the most efficient organocatalysts that are active in the absence of both metal and halide. For alkyl-substituted epoxides, good yields of 80–95 percent were obtained under 1 bar CO2 in the presence of halide. The bisphenol was recycled 14 times in the presence of halide, and 5 times in the absence of halide. The two hydroxyl groups of bisphenol are proposed to work synergistically in the catalytic cycle.

Quaternary ammonium salt grafted nanoporous covalent organic polymer for atmospheric CO2 fixation and cyclic carbonate formation

Non-redox carbon dioxide utilization through cycloaddition of CO2 to epoxides offers great promise but suffers from lack of heterogeneous catalysts that don't need additives or pressure. Here we report a systematic post-synthetic modification p

Efficient Aluminum Catalysts for the Chemical Conversion of CO2 into Cyclic Carbonates at Room Temperature and Atmospheric CO2 Pressure

A series of dimeric aluminum compounds [Al(OCMe2CH2N(R)CH2X)]2 [X=pyridin-2-yl, R=H (PyrH); X= pyridin-2-yl, R=Me (PyrMe); X=furan-2-yl, R=H (FurH); X= furan-2-yl, R=Me (FurMe); X=thiophen-2-yl, R=H (ThioH); X= thiophen-2-yl, R=Me (ThioMe)] containing heterocyclic pendant group attached to the nitrogen catalyze the coupling of CO2 with epoxides under ambient conditions. In a comparison of their catalytic activities with those of aluminum complexes without pendant groups at N [X=H, R=H (HH); X=H, R=Me (HMe)] or with non-heterocyclic pendant groups [X=CH2CH2OMe, R=H (OMeH); X=CH2CH2NMe2, R=H (NMe2H); X=CH2CH2NMe2, R=Me (NMe2Me)], complexes containing heterocycles, in conjunction with (nBu)4NBr as a cocatalyst, show higher catalytic activities for the synthesis of cyclic carbonates under the same ambient conditions. The best catalyst system for this reaction is PyrH/(nBu)4NBr system, which gives a turnover number of 99 and a turnover frequency of 4.1 h?1, making it 14- and 20-times more effective than HH/(nBu)4NBr and HMe/(nBu)4NBr, respectively. Although there are no direct interactions between the aluminum and the heteroatoms in the heterocyclic pendants, electronic effects combined with the increased local concentration of CO2 around the active centers influences the catalytic activity in the coupling of CO2 with epoxides. In addition, PyrH/(nBu)4NBr shows broad epoxide substrate scope and seven terminal epoxides and two internal epoxides undergo the designed reaction.

Catalytic Non-redox Carbon Dioxide Fixation in Cyclic Carbonates

If cycloaddition of CO2 to epoxides is to become a viable non-redox CO2 fixation path, it is crucial that researchers develop an active, stable, selective, metal-free, reusable, and cost-effective catalyst. To this end, we report here a new catalyst that is based on imidazolinium functionality and is synthesized from an unprecedented, one-pot reaction of the widely available monomers terephthalaldehyde and ammonium chloride. We show that this covalent organic polymer (COP)-222 exhibits quantitative conversion and selectivity for a range of substrates under ambient conditions and without the need for co-catalysts, metals, solvent, or pressure. COP-222 is recyclable and has been demonstrated to retain complete retention of activity for over 15 cycles. Moreover, it is scalable to at least a kilogram scale. We determined the reaction mechanism by using quantum mechanics (density functional theory), showing that it involves nucleophilic-attack-driven epoxide ring opening (ND-ERO). This contrasts with the commonly assumed mechanism involving the concerted addition of chemisorbed CO2. To stop global warming, we must introduce a variety of CO2 reuse pathways. Redox chemistry is not trivial; reduction of CO2 back to methane requires up to 8 electrons per molecule, leading to heavy energy demand. Non-redox paths have low energy needs and could provide a quick relief. A promising non-redox CO2 product, cyclic carbonate is a versatile building block for green plastics and solvents. Although studies date back as early as 1969, no industrially viable process has since been introduced, mainly because of the lack of an effective catalyst for direct addition of CO2 to the epoxides. Conceptually, the ideal catalyst should (1) be free of metals; (2) be free of co-catalysts; (3) be free of high pressure requirements; (4) provide quantitative selectivity to cyclic carbonate (5) provide a wide substrate scope, including very hard substrates; (6) provide reusability; and (7) be inexpensive. The imidazolinium catalyst that we developed herein addresses all 7 qualities and offers rapid implementation for CO2 reclamation. Yavuz and colleagues introduced a highly active catalyst for non-redox fixation of CO2 into cyclic carbonates, a versatile product family with potential use in green polymers and solvents. The metal-free, heterogeneous imidazolinium network structure is easily made, scaled up, recycled, and inexpensive and provides quantitative selectivity and conversion yields over a wide substrate scope of epoxides.

Nitridated Fibrous Silica/Tetrabutylammonium Iodide (N-DFNS/TBAI): Robust and Efficient Catalytic System for Chemical Fixation of Carbon Dioxide to Cyclic Carbonates

The development of an active and competent catalyst for the conversion of carbon dioxide (CO2) to value added-chemicals at low pressure and temperature have great importance in the field of industrial chemical production as well as in tackling