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V3700

Sigma-Aldrich

Divinyl sulfone

contains hydroquinone as inhibitor, ≥96%

Synonyme(s) :

Vinyl sulfone

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About This Item

Formule linéaire :
(CH2=CH)2SO2
Numéro CAS:
77-77-0
Poids moléculaire :
118.15
Numéro Beilstein :
1071329
Numéro CE :
201-057-6
Numéro MDL:
MFCD00008623
Code UNSPSC :
12162002
ID de substance PubChem :
24900744
Nomenclature NACRES :
NA.23

Niveau de qualité

200

Pureté

≥96%

Contient

hydroquinone as inhibitor

Indice de réfraction

n20/D 1.476 (lit.)

Point d'ébullition

234 °C (lit.)

Pf

−26 °C (lit.)

Densité

1.177 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

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

InChI

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

Clé InChI

AFOSIXZFDONLBT-UHFFFAOYSA-N

Informations sur le gène

human ... LOC129293(129293)

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Description générale

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.

Pictogrammes

Skull and crossbonesCorrosion
GHS06,GHS05

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

215.6 °F - closed cup

Point d'éclair (°C)

102 °C - closed cup

Équipement de protection individuelle

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

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Consulter la Bibliothèque de documents

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)
Adrien Quintard et al.
Chemical communications (Cambridge, England), 47(25), 7212-7214 (2011-05-24)
An unprecedented intermolecular iminium/enamine Michael addition on enals has been developed by taking advantage of the high reactivity of vinyl sulfones. This powerful organocascade allows for the rapid construction of attractive synthons in high enantioselectivities (typically 99% ee).
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