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120502

Sigma-Aldrich

4-Nitrobenzenesulfonamide

97%

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About This Item

Linear Formula:
O2NC6H4SO2NH2
CAS Number:
Molecular Weight:
202.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

178-180 °C (lit.)

SMILES string

NS(=O)(=O)c1ccc(cc1)[N+]([O-])=O

InChI

1S/C6H6N2O4S/c7-13(11,12)6-3-1-5(2-4-6)8(9)10/h1-4H,(H2,7,11,12)

InChI key

QWKKYJLAUWFPDB-UHFFFAOYSA-N

General description

4-Nitrobenzenesulfonamide is the nitrene source during on pot procedure for copper(I)-catalyzed asymmetric alkene aziridination. It reacts with diazacrown ether, N,N′-dibenzyl-1,7,10,16-tetraoxo-4,13-diazacyclooctadecane to form molecular complexes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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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The 1: 2 and 1: 1 molecular complexes of N,N'-dibenzyl-4, 13-diaza-18-crown-6 with 4-nitrobenzenesulfonamide and dithiooxamide.
Fonari MS, et al.
Journal of Molecular Structure, 794(1), 110-114 (2006)
Copper (I)-catalyzed asymmetric alkene aziridination mediated by PhI (OAc)< sub> 2</sub>: a facile one-pot procedure.
Kwong HL, et al.
Tetrahedron Letters, 45(20), 3965-3968 (2004)
Jonathan T Park et al.
Chembiochem : a European journal of chemical biology, 16(5), 811-818 (2015-02-24)
Nitroreductases (NRs) and ene-reductases (ERs) both utilize flavin mononucleotide cofactors but catalyze distinct reactions. NRs reduce nitroaromatics, whereas ERs reduce unsaturated C=C double bonds, and these functionalities are known to somewhat overlap. Recent studies on the ER xenobiotic reductase A

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