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Merck
CN

N21022

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:
Molecular Weight:
308.33
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
202-840-5
MDL number:
Form:
powder
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form

powder

Quality Level

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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Articles

Explore Nicewicz Photoredox catalysts—photoexcitable acridinium salts for efficient, metal-free anti-Markovnikov hydrofunctionalizations.


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



Global Trade Item Number

SKUGTIN
N21022-25G04061834110064