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496820

Sigma-Aldrich

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

99%

Sinónimos:

VEC, Vinyl ethylene carbonate

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About This Item

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

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.)

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

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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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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