496820

4-Vinyl-1,3-dioxolan-2-one

99%

• Sinónimos: VEC, Vinyl ethylene carbonate
• Fórmula empírica (notación de Hill): C₅H₆O₃
• Número de CAS: 4427-96-7
• Peso molecular: 114.10
• MDL number: MFCD00143315
• UNSPSC Code: 12352100
• PubChem Substance ID: 24873085
• NACRES: NA.22

Propiedades

• Quality Level: 100
• assay: 99%
• refractive index: n20/D 1.45 (lit.)
• bp: 237 °C/733 mmHg (lit.)
• density: 1.188 g/mL at 25 °C (lit.)
• functional group: carbonate
• storage temp.: 2-8°C
• SMILES string: C=CC1COC(=O)O1
• InChI: 1S/C5H6O3/c1-2-4-3-7-5(6)8-4/h2,4H,1,3H2
• InChI key: BJWMSGRKJIOCNR-UHFFFAOYSA-N

Descripción

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.

Application

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)

Used to synthesize functional polymers.

Información de seguridad

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 1
• flash_point_f: 206.4 °F - closed cup
• flash_point_c: 96.9 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter