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Merck
CN

V3700

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24900744
EC Number:
201-057-6
Beilstein/REAXYS Number:
1071329
MDL number:
MFCD00008623

Key Documents

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Product Name

Divinyl sulfone, contains hydroquinone as inhibitor, ≥96%

SMILES string

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

InChI key

AFOSIXZFDONLBT-UHFFFAOYSA-N

InChI

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

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

Quality Level

200

Gene Information

human ... LOC129293(129293)

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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.

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.

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

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

Regulatory Information

危险化学品
剧毒化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0014
MKCZ7761
MKCZ7766
MKCZ7767
MKCZ7280

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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
Cátia Teixeira et al.
Journal of computer-aided molecular design, 25(8), 763-775 (2011-07-26)
Comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) based on three-dimensional quantitative structure-activity relationship (3D-QSAR) studies were conducted on a series (39 molecules) of peptidyl vinyl sulfone derivatives as potential Plasmodium Falciparum cysteine proteases inhibitors. Two
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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