Skip to Content
Merck
All Photos(3)

Key Documents

More Documents

496820

Sigma-Aldrich

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

99%

Synonym(s):

VEC, Vinyl ethylene carbonate

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C5H6O3
CAS Number:
4427-96-7
Molecular Weight:
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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Signal Word

Danger

Hazard Statements

H301

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

ETHYLENE GLYCOL BIS-(METHYL CARBONATE) AldrichCPR

S348406

ETHYLENE GLYCOL BIS-(METHYL CARBONATE)

Ethylene carbonate 98%

Sigma-Aldrich

E26258

Ethylene carbonate

Ping An et al.
PLoS pathogens, 15(1), e1007505-e1007505 (2019-01-09)
Polyomavirus BKV is highly prevalent among humans. The virus establishes an asymptomatic persistent infection in the urinary system in healthy people, but uncontrolled productive infection of the virus in immunocompromised patients can lead to serious diseases. In spite of its
Rhodium-catalyzed mild and selective C-H allylation of indolines and indoles with 4-vinyl-1,3-dioxolan-2-one: facile access to indolic scaffolds with an allylic alcohol moiety.
Sharma S, et al.
Tetrahedron, 71(16), 2435-2441 (2015)
Yu Nan Jiang et al.
Biology open, 7(6) (2018-05-03)
Co-culture of bone marrow stromal cells (BMSCs) and vascular endothelial cells (VECs) is a promising strategy for better osteogenesis and pre-vascularization in bone tissue engineering. Recent reports have shown that mechanical stretching further promotes osteogenesis in BMSC/VEC co-culture systems, but
Tunable poly (hydroxyl urethane) from CO2-Based intermediates using thiol-ene chemistry.
Tang CN, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 49(9, 2024-2032 (2011)
One-Pot Synthesis of Cyclic Carbonates from Aldehydes, Sulfur Ylide, and CO2.
Aher RD, et al.
Synlett, 25, 0097-0101 (2014)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service