2-nitro-N'-(propan-2-ylidene)benzene-1-sulfonohydrazide

• ChemBase ID: 140519
• Molecular Formular: C9H11N3O4S
• Molecular Mass: 257.26634
• Monoisotopic Mass: 257.04702685
• SMILES: CC(=NNS(=O)(=O)c1ccccc1[N+](=O)[O-])C
• Canonical SMILES: CC(=NNS(=O)(=O)c1ccccc1[N+](=O)[O-])C
• InChI: InChI=1S/C9H11N3O4S/c1-7(2)10-11-17(15,16)9-6-4-3-5-8(9)12(13)14/h3-6,11H,1-2H3
• InChIKey: SBNYNTYNEJTMQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-nitro-N'-(propan-2-ylidene)benzene-1-sulfonohydrazide
• IUPAC Traditional name: 2-nitro-N'-(propan-2-ylidene)benzenesulfonohydrazide
• Synonyms: 2-(1-Methylethylidene)hydrazide-2-nitrobenzenesulfonic acid; Acetone 2-nitrobenzenesulfonylhydrazone; IPNBSH; Isopropylidenehydrazide o-nitro-benzenesulfonic acid; N-Isopropylidene-N′-2-nitrobenzenesulfonyl hydrazine; 异亚丙基肼邻硝基苯磺酸; N-异亚丙基-N′-2-硝基苯磺酰肼

Database IDs

• CAS Number: 6655-27-2
• MDL Number: MFCD09800525
• PubChem SID: 162234763
• PubChem CID: 11974266

CALCULATED PROPERTIES

• Acid pKa: 8.060577
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.0874083
• LogD (pH = 7.4): 1.4353857
• Log P: 1.079041
• Molar Refractivity: 62.1925 cm^3
• Polarizability: 23.850166 Å^3
• Polar Surface Area: 104.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 131-135 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H11N3O4S

DETAILS

Sigma Aldrich - 687855

Application
Reagent for allylic transposition and reduction of alcohols,5 as well as mild and stereoselective reduction of allylic carbonates and vinyl epoxides.3
IPNBSH A Reagent for the Simple Reduction of AlcoholsReactant for synthesis of:
• (-)-Acylfulvene and (-)-irofulven for use as antitumor agents1
• Bicycloundecadienones and bicyclodecadienones via carbonylative cycloaddition2
• Monoalkyldiazenes for allylic reduction3Reacts with di-Me phosphonate4
Packaging
1, 5 g in glass bottle