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HomeProduct name list4-Vinyl-1,3-dioxolan-2-one

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

Synonym(s):VEC;Vinyl ethylene carbonate

  • CAS NO.:4427-96-7
  • Empirical Formula: C5H6O3
  • Molecular Weight: 114.1
  • MDL number: MFCD00143315
  • EINECS: 700-261-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-15 13:45:27
4-Vinyl-1,3-dioxolan-2-one Structural

What is 4-Vinyl-1,3-dioxolan-2-one?

Chemical properties

Colorless liquid

The Uses of 4-Vinyl-1,3-dioxolan-2-one

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)

The Uses of 4-Vinyl-1,3-dioxolan-2-one

It is used to synthesize functional polymers.

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.

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

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.)
Flash point: 206 °F
storage temp.  2-8°C
form  Liquid
color  Colorless to Almost colorless
Water Solubility  Insoluble in water.
CAS DataBase Reference 4427-96-7(CAS DataBase Reference)
EPA Substance Registry System 1,3-Dioxolan-2-one, 4-ethenyl- (4427-96-7)

Safety information for 4-Vinyl-1,3-dioxolan-2-one

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral

Computed Descriptors for 4-Vinyl-1,3-dioxolan-2-one

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