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15154

Sigma-Aldrich

trans-1,2-Bis(phenylsulfonyl)ethylene

purum, ≥98.0% (HPLC)

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About This Item

Linear Formula:
C6H5SO2CH=CHSO2C6H5
CAS Number:
963-16-6
Molecular Weight:
308.37
Beilstein/REAXYS Number:
2334889
MDL number:
MFCD00066528
UNSPSC Code:
12352100
PubChem Substance ID:
329750753

grade

purum

assay

≥98.0% (HPLC)

mp

~220 °C
221-223 °C (lit.)

SMILES string

O=S(=O)(\C=C\S(=O)(=O)c1ccccc1)c2ccccc2

InChI

1S/C14H12O4S2/c15-19(16,13-7-3-1-4-8-13)11-12-20(17,18)14-9-5-2-6-10-14/h1-12H/b12-11+

InChI key

YGBXMKGCEHIWMO-VAWYXSNFSA-N

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Application

trans-1,2-Bis(phenylsulfonyl)ethylene was used in the synthesis of (+)-7-deoxypancratistatin.

Other Notes

Reactive dienophile, a convenient equivalent of acetylene in Diels-Alder reactions; it is more sterically demanding than the cis-isomer (15152); Review

replaced by

Product No.
Description
Pricing

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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L.A. Paquette et al.
Tetrahedron, 42, 1789-1789 (1986)
A. Azzena et al.
Synthetic Communications, 18, 351-351 (1988)
Sachiko Ezoe et al.
Vaccine, 38(46), 7246-7257 (2020-10-06)
BK-SE36 is blood-stage malaria vaccine candidate that is undergoing clinical trials. Here, the safety and immunogenicity of BK-SE36 with a novel adjuvant, CpG-ODN(K3) (thus, BK-SE36/CpG) was assessed in a phase 1a trial in Japan. An investigator-initiated, randomised, single-blind, placebo-controlled, dose-escalation
Gopalan Soman et al.
mAbs, 4(1), 84-100 (2012-02-14)
Ch14.18 is a mouse-human chimeric monoclonal antibody to the disialoganglioside (GD2) glycolipid. In the clinic, this antibody has been shown to be effective in the treatment of children with high-risk neuroblastoma, either alone or in combination therapy. Extensive product characterization
J L Aceña et al.
Organic letters, 2(23), 3683-3686 (2000-11-14)
A new total synthesis of (+)-7-deoxypancratistatin 1 has been accomplished in 19 steps (8% overall yield) from two readly available compounds, furan and trans-1,2-bis(phenylsulfonyl)ethylene.
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