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15151

Sigma-Aldrich

1,1-Bis(phenylsulfonyl)ethylene

≥98.0% (CH)

Synonym(s):

(Ethene-1,1-diyldisulfonyl)dibenzene, 1,1-Bis(benzenesulfonyl)ethylene, 1,1-Bis(phenylsulfonyl)ethene, 1,1′-[Ethenylidenebis(sulfonyl)]bis[benzene]

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About This Item

Empirical Formula (Hill Notation):
C14H12O4S2
CAS Number:
39082-53-6
Molecular Weight:
308.37
Beilstein/REAXYS Number:
2056786
MDL number:
MFCD00043149
UNSPSC Code:
12352100
PubChem Substance ID:
57647326
NACRES:
NA.22

Quality Level

100

assay

≥98.0% (CH)

form

powder

mp

124-126 °C

SMILES string

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

InChI

1S/C14H12O4S2/c1-12(19(15,16)13-8-4-2-5-9-13)20(17,18)14-10-6-3-7-11-14/h2-11H,1H2

InChI key

KABQEPJVQFXVIN-UHFFFAOYSA-N

Related Categories

Application

1,1-Bis(phenylsulfonyl)ethylene was used in the preparation of α,α-disubstituted alpha-amino acid derivatives.

Other Notes

A synthetic equivalent of the ethylene 1,2-dipole; Dienophile for Diels-Alder reactions, review; A useful synthon for neutral homologation of ketones.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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O. De Lucchi et al.
Tetrahedron Letters, 25, 3647-3647 (1984)
O. De Lucchi et al.
Tetrahedron Letters, 25, 3643-3643 (1984)
Andrea-Nekane R Alba et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(18), 5354-5361 (2010-03-09)
A new, easy, and highly enantioselective method for the synthesis of quaternary alpha-alkyl-alpha-amino acids based on organocatalysis is reported. The addition of oxazolones to 1,1-bis(phenylsulfonyl)ethylene is efficiently catalyzed by simple chiral bases or thioureas. The reaction affords alpha,alpha-disubstituted alpha-amino acid
Xianghong Liu et al.
Scientific reports, 4, 7452-7452 (2014-12-17)
With Fe2O3 as a proof-of-concept, free-standing nanomembrane structure is demonstrated to be highly advantageous to improve the performance of Li-ion batteries. The Fe2O3 nanomembrane electrodes exhibit ultra-long cycling life at high current rates with satisfactory capacity (808 mAh g(-1) after 1000
O. De Lucchi et al.
Tetrahedron, 44, 6755-6755 (1988)

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