nitromethanesulfonylbenzene

• ChemBase ID: 90068
• Molecular Formular: C7H7NO4S
• Molecular Mass: 201.19978
• Monoisotopic Mass: 201.00957871
• SMILES: S(=O)(=O)(c1ccccc1)C[N+](=O)[O-]
• Canonical SMILES: O=S(=O)(c1ccccc1)C[N+](=O)[O-]
• InChI: InChI=1S/C7H7NO4S/c9-8(10)6-13(11,12)7-4-2-1-3-5-7/h1-5H,6H2
• InChIKey: ADKLJTCVZHUANG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: nitromethanesulfonylbenzene
• IUPAC Traditional name: nitromethanesulfonylbenzene
• Synonyms: Benzenesulphonyl nitromethane 98%; (Nitromethylsulfonyl)benzene; (Phenylsulfonyl)nitromethane; Benzenesulfonylnitromethane; Nitromethyl phenyl sulfone; (硝甲基磺酰基)苯; (苯磺酰基)硝基甲烷; 苯磺酰硝基甲烷; 硝甲基苯砜

Database IDs

• CAS Number: 21272-85-5
• EC Number: 244-308-5
• MDL Number: MFCD00015928
• Beilstein Number: 1876502
• PubChem SID: 162076923; 24887417
• PubChem CID: 88854

CALCULATED PROPERTIES

• Acid pKa: 8.825603
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.77023953
• LogD (pH = 7.4): 0.7544727
• Log P: 0.7704443
• Molar Refractivity: 45.4275 cm^3
• Polarizability: 18.327784 Å^3
• Polar Surface Area: 79.96 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78-80 °C

Safety Information

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

Product Information

• Purity: ≥99.0% (T)
• Linear Formula: C6H5SO2CH2NO2

DETAILS

Sigma Aldrich - 79179

Other Notes
Versatile acidic analogue of nitromethane1; Used for preparing phenylsulfonyl nitrile oxide, a reagent for syn-cyanohydroxylations of olefins2,3; Cycloadditions with olefins4
Packaging
1 g in glass bottle