496820
4-Vinyl-1,3-dioxolan-2-one
99%
Synonym(s):
VEC, Vinyl ethylene carbonate
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About This Item
Empirical Formula (Hill Notation):
C5H6O3
CAS Number:
Molecular Weight:
114.10
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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:
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 1
Flash Point(F)
206.4 °F - closed cup
Flash Point(C)
96.9 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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