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

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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
  • Vinyl Ethylene Carbonate
  • 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
CAS:
4427-96-7
MF:
C5H6O3
MW:
114.1
EINECS:
700-261-7
Product Categories:
  • Fine Chemical
Mol File:
4427-96-7.mol
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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.)
Flash point:
206 °F
storage temp. 
2-8°C
form 
Liquid
color 
Colorless to Almost colorless
Water Solubility 
Insoluble in water.
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)
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2810 6.1/PG 3
WGK Germany 
1
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29209090
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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.

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