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A15689 2-Nitrobenzenesulfonamide, 98+%

CAS Number
5455-59-4
Synonyms

Stock No. Size Price ($) Quantity Availability
A15689-06 5g 52.30
A15689-09 10g 84.80
A15689-14 25g 174.00
A15689-22 100g 503.00
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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°
Storage & Sensitivity
Ambient temperatures.
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: H302-H312-H315-H319-H332-H335

Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. Harmful if inhaled. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
2214215
Harmonized Tariff Code
2935.90
TSCA
No

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