| Identification | More | [Name]
2-Nitrobenzenesulfonamide | [CAS]
5455-59-4 | [Synonyms]
2-NITROBENZENESULFONAMIDE
2-NITROBENZENESULPHONAMIDE
2-NITROPHENYL SULFONYLAMINE
O-NITROBENZENESULFONAMIDE
O-NITROBENZENESULFONYLAMIDE
2-Nitrobenaenesulfonamide
2-Nitrobenzolsulfonsαureamid
Benzenesulfonamide,2-nitro-
Benzenesulfonamide,o-nitro-
2-Nitrobenzenesulfonamide, 98+%
2-Nitrobenzenesulphonamide,98+%
2-NITROPHENYLSULFAMIDE
2-NITROBENZENESULFONYLAMINE
2-Nitrobenzolsulfonamid | [Molecular Formula]
C6H6N2O4S | [MDL Number]
MFCD00009807 | [Molecular Weight]
202.19 | [MOL File]
5455-59-4.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow to light brown crystalline powder | [Melting point ]
190-192 °C (lit.) | [Boiling point ]
418.8±47.0 °C(Predicted) | [density ]
1.505 (estimate) | [refractive index ]
1.6490 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO, Methanol (Slightly, Heated, Sonicated) | [form ]
solid | [pka]
9.24±0.60(Predicted) | [color ]
Off-White to Brown | [Water Solubility ]
Slightly soluble in water. | [BRN ]
2214215 | [InChI]
InChI=1S/C6H6N2O4S/c7-13(11,12)6-4-2-1-3-5(6)8(9)10/h1-4H,(H2,7,11,12) | [InChIKey]
GNDKYAWHEKZHPJ-UHFFFAOYSA-N | [SMILES]
C1(S(N)(=O)=O)=CC=CC=C1[N+]([O-])=O | [CAS DataBase Reference]
5455-59-4(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Nitrobenzenesulfonamide(5455-59-4) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
29350090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to light brown crystalline powder | [Uses]
2-Nitro-benzenesulfonamide is a carbonic anhydrase inhibitor. | [Synthesis]
The general procedure for the synthesis of 2-nitrobenzenesulfonamide from o-nitrobenzenesulfonyl chloride was as follows: 120.0 g of 2-nitrobenzenesulfonyl chloride (Compound 1, 0.78 mol) was dissolved in 280 mL of tetrahydrofuran (THF) with 360.0 g of ammonium acetate (4.7 mol), heated to reflux and stirred overnight. After completion of the reaction, the solid product was collected by filtration and processed by vacuum drying to afford 86.0 g of 2-nitrobenzenesulfonamide (compound 2) as a yellow solid in 80% yield. | [References]
[1] Journal of Organic Chemistry, 2018, vol. 83, # 16, p. 9088 - 9095
[2] Patent: CN104761514, 2016, B. Location in patent: Paragraph 0023-0025
[3] Patent: JP2005/314398, 2005, A. Location in patent: Page/Page column 25
[4] Justus Liebigs Annalen der Chemie, 1875, vol. 177, p. 62
[5] Magnetic Resonance in Chemistry, 1987, vol. 25, p. 189 - 193 |
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