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V3700

Sigma-Aldrich

Divinyl sulfone

contains hydroquinone as inhibitor, ≥96%

Synonym(s):

Vinyl sulfone

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About This Item

Linear Formula:
(CH2=CH)2SO2
CAS Number:
77-77-0
Molecular Weight:
118.15
Beilstein:
1071329
EC Number:
201-057-6
MDL number:
MFCD00008623
UNSPSC Code:
12162002
PubChem Substance ID:
24900744
NACRES:
NA.23

Quality Level

200

Assay

≥96%

contains

hydroquinone as inhibitor

refractive index

n20/D 1.476 (lit.)

bp

234 °C (lit.)

mp

−26 °C (lit.)

density

1.177 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C=CS(=O)(=O)C=C

InChI

1S/C4H6O2S/c1-3-7(5,6)4-2/h3-4H,1-2H2

InChI key

AFOSIXZFDONLBT-UHFFFAOYSA-N

Gene Information

human ... LOC129293(129293)

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General description

Divinyl sulfone is a highly reactive chemical compound due to the presence of two vinyl groups, which make it an effective cross-linking agent and bifunctional reactive compound. It is used in the production of hydrogels, resins, and other polymeric materials. The resulting cross-linked polymers exhibit enhanced mechanical strength, stability, and insolubility in solvents.

Application

Divinyl sulfone can be used as:
  • A cross-linking agent to synthesize divinyl sulfone-crosslinked hyaluronic acid hydrogels for specific biomedical applications, such as tissue engineering or drug delivery.
  • A cross-linking agent to develop the conducting polymer film with MXene layers. This crosslinking can enhance the mechanical properties and stability of the composite film.
Hyaluronic acid (HA) crosslinked with DVS forms hydrogels.
DVS and its mono and di-substituted derivatives are useful starting materials in the preparation of thiomorpholine 1,1-dioxides and other synthetically important macro- and the heterocycles.
DVS may be used to shrink proofing cotton by crosslinking it with cellulose.

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °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’.

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Tobias Käppler et al.
Biotechnology and bioengineering, 102(2), 535-545 (2008-08-30)
A new approach for in situ product removal from bioreactors is presented in which high-gradient magnetic separation is used. This separation process was used for the adsorptive removal of proteases secreted by Bacillus licheniformis. Small, non-porous bacitracin linked magnetic adsorbents
Jin Woo Park et al.
Bioconjugate chemistry, 23(3), 350-362 (2012-01-17)
Novel vinylsulfone cyanine dyes (em. 550-850 nm) were designed and synthesized for fluorescent labeling of biomolecules via 1,2-addition reaction in aqueous conditions. Due to the virtue of chemical structures of both fluorophore and reactive group, these dyes could be significantly
Yan Li et al.
Biomaterials, 33(27), 6533-6541 (2012-06-19)
Effective delivery of DNA to direct cell behavior in a well defined three dimensional scaffold offers a superior approach in tissue engineering. In this study, we synthesized biodegradable nanostructured hydrogels with tunable physical properties for cell and gene delivery. The
Nagarathanam Veerasamy et al.
Organic letters, 14(6), 1596-1599 (2012-03-01)
An efficient enantioselective synthesis of cermizine D has been developed that exploits the use of a common intermediate to access over 85% of the carbon backbone. Key steps include an organocatalyzed heteroatom Michael addition, a diastereoselective alkylation with α-iodomethyl phenyl
Peng Zhao et al.
Organic letters, 15(2), 402-405 (2013-01-11)
An intramolecular pyrone Diels-Alder reaction-elimination retro-Diels-Alder cascade of a vinyl sulfone was used in the synthesis of cavicularin, a molecule possessing conformational chirality. The vinyl sulfone substitution pattern allowed for regiocontrol in the Diels-Alder cascade event.
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