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| | 4-Vinyl-1,3-dioxolan-2-one Basic information |
| Product Name: | 4-Vinyl-1,3-dioxolan-2-one | | Synonyms: | 4-VINYL-1 3-DIOXOLAN-2-ONE 99;Vinyl ethylene carbonate (4-ethenyl-1,3-dioxolan-2-one);4-VINYL-1,3-DIOXOLAN-2-ONE 99%;4-Vinyl-1,3-dioxolan-2-one;4-Ethenyl-1,3-dioxolan-2-one;4-Vinyl-1,3-dioxolan-2-one ,99.5%;2-Oxo-4-vinyl-1,3-dioxolane
Vinylethylene Carbonate;VEC)4-Vinyl-1,3-d | | CAS: | 4427-96-7 | | MF: | C5H6O3 | | MW: | 114.1 | | EINECS: | 700-261-7 | | Product Categories: | Fine Chemical | | Mol File: | 4427-96-7.mol |  |
| | 4-Vinyl-1,3-dioxolan-2-one Chemical Properties |
| Boiling point | 237 °C/733 mmHg (lit.) | | density | 1.188 g/mL at 25 °C (lit.) | | vapor pressure | 4.58Pa at 25℃ | | refractive index | n20/D 1.45(lit.) | | Fp | 206 °F | | storage temp. | 2-8°C | | form | Liquid | | color | Colorless to Almost colorless | | Water Solubility | Insoluble in water. | | InChI | InChI=1S/C5H6O3/c1-2-4-3-7-5(6)8-4/h2,4H,1,3H2 | | InChIKey | BJWMSGRKJIOCNR-UHFFFAOYSA-N | | SMILES | O1CC(C=C)OC1=O | | LogP | -0.24 at 25℃ and pH6.5 | | Surface tension | 70.403mN/m at 1g/L and 20℃ | | CAS DataBase Reference | 4427-96-7(CAS DataBase Reference) | | EPA Substance Registry System | 1,3-Dioxolan-2-one, 4-ethenyl- (4427-96-7) |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN 2810 6.1/PG 3 | | WGK Germany | 1 | | TSCA | TSCA listed | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29209090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 4-Vinyl-1,3-dioxolan-2-one Usage And Synthesis |
| Chemical Properties | Colorless liquid | | Uses | It is used to synthesize functional polymers. | | Uses | 4-Vinyl-1,3-dioxolan-2-one may be used in the preparation of 2-arylbenzo[d]thiazole scaffolds.
It may be used in the synthesis of the following multi-functional cyclic carbonates:
- 4,4′-((hexane-1,6-diylbis(sulfanediyl))bis-(ethane-2,1-diyl))bis(1,3-dioxolan-2-one) (Bis-CC)
- 2-ethyl-2-(((3-((2-(2-oxo-1,3-dioxolan-4-yl)-ethyl)thio)propanoyl)oxy) methyl)propane-1,3-diyl bis(3-((2-(2-oxo-1,3-dioxolan-4-yl)ethyl)thio)propanoate) (Tris-CC)
- 2,2-bis(((3-((2-(2-oxo-1,3-dioxolan-4-yl)ethyl)-thio)propanoyl)oxy) methyl)propane-1,3-diyl bis(3-((2-(2-oxo-1,3-dioxolan-4-yl)ethyl)thio)propanoate) (Tetra-CC)
| | Synthesis Reference(s) | Journal of the American Chemical Society, 69, p. 2955, 1947 DOI: 10.1021/ja01204a008 | | General Description | 4-Vinyl-1,3-dioxolan-2-one (VEC) is a cyclic carbonate, that can be synthesized from acrolein by reacting with sulfur ylide and CO2. The ruthenium-catalyzed transfer hydrogenation (TH) of VEC in the presence of 2-propanol forms 1,2-butanediol. Indolines and indoles undergo selective C-H allylation with VEC in the presence of rhodium(III) catalyst. | | Synthesis |
In a 500 mL four-necked flask, 101.2 g of vinyl monochlorocarbonate, 0.60 g of polymerization inhibitor, 158.3 g of dimethyl carbonate were added, the temperature was raised to 55C, 104.4 g of triethylamine was added dropwise with stirring, and the temperature of the dropwise process was controlled to be 55-65C. The reaction solution was gradually blackened during the reaction. The reaction solution gradually turned black during the reaction. The reaction process was protected by nitrogen. Reaction 15 ~ 16 h, the end of the reaction, while hot filtration, with 158.3 g of dimethyl carbonate to wash the slag three times, add 0.5 g of polymerization inhibitor. Distill at atmospheric pressure at a temperature of not more than 95 , remove the remaining triethylamine and dimethyl carbonate. The product was distilled by rotary evaporator (vacuum 0.003 MPa) at a temperature of not more than 80 , and 34.76 g of vinylidene carbonate was obtained with a yield of 65%. The content of vinylidene carbonate was analyzed by gas chromatography 98.5%.
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| | 4-Vinyl-1,3-dioxolan-2-one Preparation Products And Raw materials |
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