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N21022

Sigma-Aldrich

4-Nitrophenyl disulfide

Synonym(s):

p,p′-Dinitrodiphenyl disulfide, Bis(4-nitrophenyl) disulfide, Bis(p-nitrophenyl) disulfide, NSC 4566, NSC 677446

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About This Item

Linear Formula:
(O2NC6H4)2S2
CAS Number:
100-32-3
Molecular Weight:
308.33
EC Number:
202-840-5
MDL number:
MFCD00003573
UNSPSC Code:
12352100
PubChem Substance ID:
24897550
NACRES:
NA.22

form

powder

Quality Level

100

SMILES string

[O-][N+](=O)c1ccc(SSc2ccc(cc2)[N+]([O-])=O)cc1

InChI

1S/C12H8N2O4S2/c15-13(16)9-1-5-11(6-2-9)19-20-12-7-3-10(4-8-12)14(17)18/h1-8H

InChI key

KWGZRLZJBLEVFZ-UHFFFAOYSA-N

Application

Reactant or reagent involved in:
  • Electrophilic cyclization of 2-alkynylanisoles or alkynylanilines
  • Oxidative chlorination to sulfonyl chlorides
  • Arylation with triarylbismuthanes
  • Decarboxylative cross-coupling with dialkoxybenzoic acids
  • Disulfidation of alkenes

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - 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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Certificates of Analysis (COA)

Lot/Batch Number
MKCH5930
MKBZ6953V
03510BW
10528PX
02829EZ

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Use of p-nitrophenyl disulfide to measure reductive capacity of intact cells.
C Gitler et al.
Methods in enzymology, 251, 279-286 (1995-01-01)
Homan Kang et al.
Scientific reports, 5, 10144-10144 (2015-05-29)
Recently, preparation and screening of compound libraries remain one of the most challenging tasks in drug discovery, biomarker detection, and biomolecular profiling processes. So far, several distinct encoding/decoding methods such as chemical encoding, graphical encoding, and optical encoding have been

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Nicewicz Photoredox Catalysts for Anti-Markovnikov Alkene Hydrofunctionalization

While Markovnikov alkene reactivity is very well developed and utilized commonly in the synthesis of commodity and research chemicals, catalytic access to the anti-Markovnikov-selective adducts is a much less-developed endeavor.

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