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5455-59-4 - 2-Nitrobenzenesulfonamide, 98+% - A15689 - Alfa Aesar

A15689 2-Nitrobenzenesulfonamide, 98+%

CAS Number
5455-59-4
Synonyms

Size Price ($) Quantity Availability
5g 52.84
10g 74.92
25g 177.16
100g 443.50
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2-Nitrobenzenesulfonamide, 98+%

MDL
MFCD00009807
EINECS
000-000-0

Chemical Properties

Formula
C6H6N2O4S
Formula Weight
202.19
Melting point
188-194°
Solubility
Slightly soluble in water.

Applications

It is applied as a reagent for synthesis of medium-ring amines via N-alkylation, e.g. with ω-bromo alkanols under Mitsunobu conditions (DEAD/PPh3), and cyclization of the resulting ω-bromo alkylsulfonamides (Cs2CO3/Bu4NI). It is a carbonic anhydrase inhibitor. It is employed as a reactant involved in synthesis of cyclic nitrogen compounds via intramolecular hydroamination, pentacyclic lycopodium alkaloid huperzine-Q2, pyrrolidines, intermolecular C-H insertion reactions and reactant involved in intermolecular amination of allyl alcohols.

Notes

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Literature References

Atsushi Nakayama, et al. Asymmetric total synthesis of a pentacyclic Lycopodium alkaloid: huperzine-Q.Angew Chem Int Ed Engl.,2011,50(35), 8025-8028.

Hideto Ito, et al. Intramolecular hydroamination of alkynic sulfonamides catalyzed by a gold-triethynylphosphine complex: Construction of azepine frameworks by 7-exo-dig cyclization.Beilstein J Org Chem.,2011,7951-959.

Reagent for synthesis of medium-ring amines via N-alkylation, e.g. with ω-bromo alkanols under Mitsunobu conditions (DEAD/PPh3), and cyclization of the resulting ω-bromo alkylsulfonamides (Cs2CO3/Bu4NI): Synlett, 697 (2002) and references therein. See also 2-Nitrobenzenesulfonyl­ chloride, B21522.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
2214215
Harmonized Tariff Code
2935.00
TSCA
No

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