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228907

Sigma-Aldrich

2-Nitrobenzenesulfonamide

98%

Synonym(s):

NSC 23381, NSC 629275

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About This Item

Linear Formula:
O2NC6H4SO2NH2
CAS Number:
5455-59-4
Molecular Weight:
202.19
MDL number:
MFCD00009807
UNSPSC Code:
12352100
PubChem Substance ID:
24853717
NACRES:
NA.22

Assay

98%

mp

190-192 °C (lit.)

SMILES string

NS(=O)(=O)c1ccccc1[N+]([O-])=O

InChI

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

InChI key

GNDKYAWHEKZHPJ-UHFFFAOYSA-N

Application

Reactant involved in synthesis of:
  • Cyclic nitrogen compounds via intramolecular hydroamination
  • Pentacyclic lycopodium alkaloid huperzine-Q
  • Pyrrolidines
  • Intermolecular C-H insertion reactions

Reactant involved in intermolecular amination of allyl alcohols

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Y Hidai et al.
Chemical & pharmaceutical bulletin, 48(10), 1570-1576 (2000-10-25)
Total synthesis of spider toxins HO-416b (1) and Agel-489 (2) was accomplished using the 2-nitrobenzenesulfonamide (Ns) group as both a protecting and activating group. In this strategy, the C-N bonds were constructed by alkylation of sulfonamides with alkyl halides or

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