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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/REAXYS Number:
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

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

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

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

wgk_germany

WGK 3

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX0723
MKCX0403
MKCW1879
MKCW2535
MKCW1165

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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
Michael Screen et al.
The Journal of biological chemistry, 285(51), 40125-40134 (2010-10-13)
Proteasomes degrade most proteins in mammalian cells and are established targets of anti-cancer drugs. The majority of proteasome inhibitors are composed of short peptides with an electrophilic functionality (pharmacophore) at the C terminus. All eukaryotic proteasomes have three types of
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
Fang Cheng et al.
Bioconjugate chemistry, 22(1), 50-57 (2010-12-15)
Microarrays and biosensors owe their functionality to our ability to display surface-bound biomolecules with retained biological function. Versatile, stable, and facile methods for the immobilization of bioactive compounds on surfaces have expanded the application of high-throughput "omics"-scale screening of molecular
Stereocontrolled creation of all-carbon quaternary stereocenters by organocatalytic conjugate addition of oxindoles to vinyl sulfone.
Qiang Zhu et al.
Angewandte Chemie (International ed. in English), 49(42), 7753-7756 (2010-09-08)
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