3967-54-2

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 105, p. 7592, 1983 DOI: 10.1021/ja00364a022

InChI:InChI=1/C3H3ClO3/c4-2-1-6-3(5)7-2/h2H,1H2

Upstream product

• 96-49-1 [1,3]-dioxolan-2-one 
• 7782-50-5 chlorine 
• 7763-77-1 2-Chloro-oxirane 
• 124-38-9 carbon dioxide 
• 106-89-8 epichlorohydrin 
• 540-54-5 1-Chloropropane 

Downstream Products

• 64843-16-9 (RS)-3-benzyl-4-hydroxy-1,3-oxazolidin-2-one 
• 4851-64-3 phosphoric acid diethyl ester vinyl ester 
• 851581-43-6 2-oxo-1,3-dioxolan-4-yl 5-{[(tert-butoxycarbonyl)amino]methyl}-6-isobutyl-2-methyl-4-(4-methylphenyl)nicotinate 
• 872-36-6 vinylene carbonate 
• 554-68-7 triethylamine hydrochloride 
• 132253-79-3 1,3-Dioxolan-2-one-4-yl 5-(N-acetylamino)-3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate 
• 107-20-0 2-chloroethanal 
• 64-19-7 acetic acid 
• 1207616-86-1 2-oxo-1,3-dioxolan-4-yl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 1400571-49-4 (4aS,4bR,5S,6aS,6bR,9aS,10aS,10bS,12S)-8-(4-chlorobenzyl)-4-b,12-difluoro-5-hydroxy-4-a,6a-dimethyl-2-oxo-2,4-a,4b,5,6,6a,8,9,9a,10,10a,10b,11,12-tetradecahydro-7-oxa-8-azapentaleno[2,1-a]phenanthrene-6b-carbothioic acid S-(2-oxo-[1,3]dioxolan-4-yl) ester 
• 114435-02-8 monofluoroethylene carbonate 
• 96-49-1 [1,3]-dioxolan-2-one 
• 141-46-8 Glycolaldehyde 

Relevant academic research and scientific papers

A water-stable metal-organic framework: serving as a chemical sensor of PO4 3– and a catalyst for CO2 conversion

A new 2D Eu-BTB framework (1) with stratified gridding structure of about 14.6 ?×16.9 ? was synthesized and characterized. Compound 1 displays excellent water stability with the pH 2–12. The luminescent investigations suggest that 1 could represent a chemical sensor of PO4 3- with high sensitivity and selectivity. Importantly, 1 as a sensor of PO4 3- can be reused at least five times. On the other hand, the catalytic investigations of 1 were carried out, indicating that 1 could be demonstrated as a recyclable catalyst for CO2 conversion with epoxides.

Robust Anionic LnIII-Organic Frameworks: Chemical Fixation of CO2, Tunable Light Emission, and Fluorescence Recognition of Fe3+

With the aim of exploring and enriching nanocaged functional platforms of lanthanide-organic frameworks, the subtle combination of [Ln2(CO2)8] secondary building units and [Ln(CO2)4] units by employing the hexacarboxylic acid of 4,4′,4″-(pyridine-2,4,6-triyl)tris(1,3-benzenedicarboxylic acid) (H6PTTBA) successfully realized the self-assembly of highly robust multifunctional {LnIII2}LnIII-organic anionic skeletons of {(Me2NH2)[Ln3(PTTBA)2]·xDMF·yH2O}n (1-Ln), which had remarkable intrinsic nature of high thermal and water stability, large permanent porosity, interconnected nanocaged void volume, and high specific surface area. Here, only the Eu-based framework of 1-Eu was taken as one representative to discuss in detail. Gas-sorption experiments showed that the activated solvent-free 1-Eu framework possessed the outstanding ability to separate the mixed gases of CO2/CH4 (50:50, v/v) with an ideal adsorbed solution theory selectivity of 14. Furthermore, 1-Eu was an efficient and recycled catalyst for the chemical cycloaddition of CO2 and epoxides into their corresponding carbonates, which possessed a better catalytic performance than the documented unique Eu3+-organic framework of [Eu(BTB)(phen)] and could be widely applied in industry because of its simple synthetic conditions and high yield. In the meantime, adjustable emission colors devoted by the efficient Tb3+ → Eu3+ energy transfer confirmed that Eux/Tb1-x-organic framework could be taken as a good substitute for barcode materials by changing the ratio of Eu3+ and Tb3+. Moreover, quantitative luminescence titration experiments exhibited that 1-Eu possessed good selectivity for the identification of Fe3+ in aqueous solution by fluorescence quenching with a low limit of detection value of 6.32 × 10-6 M.

A Bifunctional Europium-Organic Framework with Chemical Fixation of CO2 and Luminescent Detection of Al3+

A novel three-dimensional lanthanide-organic framework {[Eu(BTB)(phen)]·4.5DMF·2H2O}n (1) has been synthesized. Structural characterization suggests that framework 1 possesses one-dimensional channels with potential pore volume, and the large channels in the framework can capture CO2. Interestingly, investigations on the cycloaddition reaction of CO2 and epoxides reveal that compound 1 can be considered as an efficient catalyst for CO2 fixation with epoxides under 1 atm pressure. Importantly, 1 can be reused at least five times without any obvious loss in catalytic activity. Furthermore, the luminescent explorations of 1 reveal that 1 can act as a recyclable sensor of Al3+, and the corresponding detection limit can reach 5 × 10-8 M (1.35 ppb), which is obviously lower than the United States Environmental Protection Agency's recommended level of Al3+ in drinking water (200 ppb). These results show that 1 has a level of sensitivity higher than that of other reported MOF-based sensors of Al3+.

Solvent-dependent variations of both structure and catalytic performance in three manganese coordination polymers

Three new manganese 4′-(3,5-dicarboxyphenyl)-2,2′:6′,2′′′-terpyridine (H2DATP) metal-organic framework materials have been generated through regulating the ratios of a binary solvent mixture (DMA/H2O) under solvothermal conditions. Compound 1 {[Mn2(DATP)(HDATP)(H2O)4](OH)·10H2O}n displaying a one-dimensional (1D) chainlike structure was crystallized from the DMA/H2O mixture with a molar ratio of 1:1, while the two-dimensional (2D) layer species, {[Mn(DATP)(H2O)]·2H2O}n (2) was produced by increasing the ratio of DMA/H2O to 5:1. Interestingly, the crystallization in pure DMA yields a three-dimensional (3D) interpenetrating network {[Mn(DATP)]·4H2O}n (3), featuring higher solvent stability and pH stability than compounds 1 and 2. It is proved that solvent not only influences the structural transformation process of crystals but also has a significant effect on their properties. These three compounds present different catalytic performances in the CO2 cycloaddition to epoxides with various substituent groups into corresponding cyclic carbonates, and only 3 can serve as an efficient and recyclable catalyst at mild temperature.

Nanochannel-based heterometallic {ZnIIHoIII}-organic framework with high catalytic activity for the chemical fixation of CO2

The exquisite combination of ZnIIand HoIIIgenerated the highly robust [ZnHo(CO2)6(OH2)]-based heterometallic framework of {[ZnHo(TDP)(H2O)]·5H2O·3DMF}n(NUC-30, H6TDP = 2,4,6-tri(2′,4′-dicarboxyphenyl)pyridine), which featured outstanding physicochemical properties, including honeycomb nanochannels, high porosity, large specific surface area, the coexistence of highly open Lewis acid-base sites, good thermal and chemical stability, and resistance to most organic solvents. Due to its extremely unsaturated metal tetra-coordinated Zn(ii) ions, hepta-coordinated Ho(iii) and high faveolate void volume (61.3%), the conversion rate of styrene oxide and CO2into cyclic carbonates in the presence of 2 mol% activatedNUC-30and 5 mol%n-Bu4NBr reached 99% under the mild conditions of 1.0 MPa and 60 °C. Furthermore, the luminescence sensing experiments proved thatNUC-30could be used as a fast, sensitive and highly efficiency sensor for the detection of Fe3+in aqueous solution. Therefore, these results prove that nanoporous MOFs assembled from pyridine-containing polycarboxylate ligands have wide applications, such as catalysis and as luminescent materials.

A porous Er(III)–organic framework as a highly efficient catalyst for chemical fixation of CO2 and treatment activity on senile deafness via inducing the cochlear hair cell apoptosis

A microporous Er(III)-based metal–organic framework (MOF), whose chemical formula can be written as {[Er(TCPB)(H2O)]·dioxane·0.5H2O}n, has been formed from the tripodal ligand 1,3,5-tris(4-carbonylphenyloxy)benzene (H3TCPB) by solvothermal synthesis and determined by the single crystal X-ray diffraction and the elemental analysis. With the aid of microporous framework and abundant catalytic sites of open Er(III) sites, the activated 1 is a special catalyst for the synthesis of cyclic carbonates from carbon dioxide and epoxy compounds under the cocatalyst TBAB and gently solvent-less conditions. The treatment activity of the compound on the senile deafness, as well as the influence of the compound on the cochlear hair cell death was explored. Firstly, the cell apoptosis of the cochlear hair cells was estimated via CCK-8 assay. Next, the activation of the caspase-3,8 was evaluated with western blot.

Interpenetrating Metal-Metalloporphyrin Framework for Selective CO2 Uptake and Chemical Transformation of CO2

Herein we report a robust primitive cubic (pcu)-topology metal-metalloporphyrin framework (MMPF), MMPF-18, which was constructed from a ubiquitous secondary building unit of a tetranuclear zinc cluster, Zn4(μ4-O)(-COO)6, and a linear organic linker of 5,15-bis(4-carboxyphenyl)porphyrin (H2bcpp). The strong π-π stacking from porphyrins and the lengthy H2bcpp ligand affords a 4-fold-interpenetrating network along with reduced void spaces and confined narrow channels. Thereby, MMPF-18 presents segmented pores and high-density metalloporphyrin centers for selective CO2 uptake over CH4 and size-selective chemical transformation of CO2 with epoxides forming cyclic carbonates under ambient conditions.

An Uncommon Carboxyl-Decorated Metal–Organic Framework with Selective Gas Adsorption and Catalytic Conversion of CO2

A new three-dimensional (3D) framework, [Ni(btzip)(H2btzip)]?2 DMF?2 H2O (1) (H2btzip=4,6-bis(triazol-1-yl)isophthalic acid) as an acidic heterogeneous catalyst was constructed by the reaction of nickel wire and a triazolyl-carboxyl linker. Framework 1 possesses intersected 2D channels decorated by free COOH groups and uncoordinated triazolyl N atoms, leading to not only high CO2 and C2H6 adsorption capacity but also significant selective capture for CO2 and C2H6 over CH4 and CO in 273–333 K. Moreover, 1 reveals chemical stability toward water. Grand Canonical Monte Carlo simulations confirmed the multiple CO2- and C2H6-philic sites. As a result of the presence of accessible Br?nsted acidic COOH groups in the channels, the activated framework demonstrates highly efficient catalytic activity in the cycloaddition reaction of CO2 with propylene oxide/4-chloromethyl-1,3-dioxolan-2-one/3-butoxy-1,2-epoxypropane into cyclic carbonates.

A robust indium-porphyrin framework for CO2 capture and chemical transformation

An indium based metal-porphyrinic framework, denoted NUPF-3, was prepared based on a new amido-decorated porphyrin ligand. NUPF-3 possesses a rarely seen 4-fold interpenetrated pts framework with segmented pores and dense metalloporphyrin central sites. The structure can retain its crystallinity in commonly used solvents, as well as acidic/alkaline solutions with pH ranging from 1 to 12 for 48 h, exhibiting high chemical stability. Meanwhile, thermal analysis reveals that NUPF-3 possesses relatively high thermal stability. Owing to the presence of amido groups, structural interpenetration and a charged framework, NUPF-3 exhibits relatively high CO2 uptake. Moreover, NUPF-3 could be used as a good heterogeneous catalyst for cycloaddition of CO2 and epoxides, under relatively mild conditions, with good recyclability.

Heterometallic {ZnEu}-metal-organic framework for efficient chemical fixation of CO2

Based on a ligand-directed synthetic strategy, the acidic solvothermal reaction of ZnO, Eu2O3, and 4,4′,4″-(pyridine-2,4,6-triyl)tri(1,3-benzenedicarboxylic acid) (H6PTTBA) generated a targeted robust double-walled honeycomb material {[EuIIIZnII(HPTTBA)(H2O)]·4DMF·3H2O}n (simplified as NUC-9), which featured excellent characteristics such as dual tubular nanochannels, high porosity, specific surface area, abundant exposed active metal sites, etc. Although both types of nano-channels (I and II) alternately arranged in the lattice and shaped by six rows of [EuIIIZnII(CO2)6(H2O)] SBUs possessed an equal amount of exposed active metal sites, they could be differentiated according to the discrepant inner surface functionalized by free carboxyl oxygen atoms or coordinated aqueous molecules. Moreover, an activated sample of NUC-9 exhibited better catalytic performance than documented Zn- or Eu-based MOFs for the chemical transformation of various epoxides into the related carbonates under comparatively mild conditions of 1 atm CO2 flow and 70 °C, which should be ascribed to the unsaturated Zn2+ and Eu3+ ions acting as strong Lewis acid sites and free carboxyl oxygen atoms as basic sites synergistically polarizing and activating the substrates of epoxides and CO2 and consequently promoting the reaction. Furthermore, the water-resistant framework of NUC-9 could selectively and sensitively discriminate Fe3+ in aqueous solution according to the fluorescence quenching effect. In addition, it is worth mentioning that the successful self-assembly of NUC-9 provides an effective synthetic technique by employing the designed favorable organic ligand for achieving the targeted functional model of MOFs. This journal is