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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:
Molecular Weight:
118.15
Beilstein:
1071329
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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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

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)

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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
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)
Arthur Yu et al.
Langmuir : the ACS journal of surfaces and colloids, 28(30), 11265-11273 (2012-06-20)
Paper-based analytical devices are the subject of growing interest for the development of low-cost point-of-care diagnostics, environmental monitoring technologies, and research tools for limited-resource settings. However, there are limited chemistries available for the conjugation of biomolecules to cellulose for use

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