3967-54-2

Basic information

• Product Name: Chloroethylene carbonate
• Synonyms: 1,2-Ethanediol, 1-chloro-, cyclic carbonate;1,3-Dioxolan-2-one, 4-chloro-;4-Chloro-1,3-dioxolane-2-one;Carbonic acid, cyclic 1-chloroethylene ester;Carbonic acid, cyclic chloroethylene ester;Cyclic chloroethylene carbonate;4-chloro-1,3-dioxolan-2-on;4-CHLORO-1,3-DIOXOLAN-2-ONE
• CAS NO: 3967-54-2
• Molecular Formula: C₃H₃ClO₃
• Molecular Weight: 122.51
• EINECS: 223-583-5
• Product Categories: Building Blocks;Carbonates;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;fine chemical;fine chemicals
• Mol File: 3967-54-2.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 121-123 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: light yellow liquid
• Density: 1.504 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0451mmHg at 25°C
• Refractive Index: n20/D 1.454(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: Practically insoluble in water
• BRN: 109433
• CAS DataBase Reference: Chloroethylene carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: Chloroethylene carbonate(3967-54-2)
• EPA Substance Registry System: Chloroethylene carbonate(3967-54-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: 1760
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3967-54-2(Hazardous Substances Data)

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 
• 96-49-1 [1,3]-dioxolan-2-one 
• 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 
• 114435-02-8 monofluoroethylene carbonate 
• 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 
• 1207616-86-1 2-oxo-1,3-dioxolan-4-yl 4H-furo[3,2-b]pyrrole-5-carboxylate 
• 64-19-7 acetic acid 
• 141-46-8 Glycolaldehyde 

Relevant articles and documents

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.

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+.

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.

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.

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.

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Efficient cycloaddition of epoxides and carbon dioxide over novel organic-inorganic hybrid zeolite catalysts

Organic-inorganic hybrid zeolites with the MFI-type lamellar structure serve as efficient solid Lewis base catalysts for solvent-free synthesis of a variety of cyclic carbonates from corresponding epoxides and carbon dioxide. The ion-exchange with iodide, in particular, renders these materials an excellent catalytic activity and good recyclability.

One Robust Microporous TmIII-Organic Framework for Highly Catalytic Activity on Chemical CO2Fixation and Knoevenagel Condensation

In terms of documented references, multifunctional MOFs with high catalytic performance could be constructed from the combination of metal cations and polycarboxyl-pyridine ligands, which could efficiently endow crystallized porous frameworks with the coexisting Lewis acid-base properties. Thus, by employing a ligand-directed synthetic strategy, the exquisite combination of wave-like inorganic chains of [Tm(CO2)3(OH2)]n and mononuclear units of [Tm(CO2)4(OH2)2] with the aid of the specially designed ligand of 2,6-bis(2,4-dicarboxylphenyl)-4-(4-carboxylphenyl)pyridine (H5BDCP) generates one highly robust microporous framework of {(Me2NH2)[Tm3(BDCP)2)(H2O)3]·4DMF·H2O}n (simplified as NUC-25), which contains near-rectangular nanochannels and large solvent-residing voids. Furthermore, the activated state of NUC-25 with the removal of associated water molecules is a rarely reported bifunctional heterogeneous catalyst due to the coexistence of Lewis acid-base sites including 6-coordinated Tm3+ ions, uncoordinated carboxyl oxygen atoms, and Npyridine atoms. Just as expected, NUC-25 exhibits greatly high catalytic activity for the cycloaddition reaction of epoxides with CO2 into alkyl cyclic carbonates under bland solvent-free conditions, which should be ascribed to the polarity of nitrogen-containing pyridine heterocycles as Lewis base sites on the inner surface of nano-caged voids except for recognized Lewis acid sites of rare earth cations. Moreover, the excellent pore-size-dependent catalytic property for Knoevenagel condensation reactions confirms that NUC-25 can be viewed as a recyclable bifunctional heterogeneous catalyst. Therefore, these results strongly demonstrate that microporous MOFs assembled from pre-designed polycarboxyl-heterocyclic ligands display better catalytic performance not only for chemical CO2 fixation but also for Knoevenagel condensation reactions.