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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
Quality Level
assay
99%
greener alternative product characteristics
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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
greener alternative category
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
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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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.
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Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
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
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Progress in Organic Coatings, 47, 77-86 (2003)
Rhodium(III)-catalyzed heteroatom-directed C-H allylation with allylic phosphonates and allylic carbonates at room temperature.
Jo H, et al.
Tetrahedron, 72(4), 571-578 (2016)
William A Rose et al.
PloS one, 7(3), e32728-e32728 (2012-03-14)
The human vaginal microbiome plays a critical but poorly defined role in reproductive health. Vaginal microbiome alterations are associated with increased susceptibility to sexually-transmitted infections (STI) possibly due to related changes in innate defense responses from epithelial cells. Study of
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 496820-25G | 04061836685638 |
| 496820-5KG | 04061836692568 |
| 496820-100G | 04061836685621 |
| 496820-1KG | 04061836692551 |