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Merck
CN

15151

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:
Molecular Weight:
308.37
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2056786
Assay:
≥98.0% (CH)
Form:
powder
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Quality Level

assay

≥98.0% (CH)

form

powder

mp

124-126 °C

functional group

sulfone

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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
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
O. De Lucchi et al.
Tetrahedron Letters, 25, 3643-3643 (1984)



Global Trade Item Number

SKUGTIN
W242000-10KG04061833343593
W242000-1KG04061837512292
W242000-5KG04061833343609
W242000-SAMPLE04061833343616
15151-1G04061826197851