5-nitro-1,3-dihydro-2-benzofuran-1,3-dione

• ChemBase ID: 90410
• Molecular Formular: C8H3NO5
• Molecular Mass: 193.11312
• Monoisotopic Mass: 193.0011222
• SMILES: O1C(=O)c2cc(ccc2C1=O)[N+](=O)[O-]
• Canonical SMILES: O=C1OC(=O)c2c1cc(cc2)[N+](=O)[O-]
• InChI: InChI=1S/C8H3NO5/c10-7-5-2-1-4(9(12)13)3-6(5)8(11)14-7/h1-3H
• InChIKey: MMVIDXVHQANYAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitro-1,3-dihydro-2-benzofuran-1,3-dione
• IUPAC Traditional name: 5-nitro-2-benzofuran-1,3-dione
• Synonyms: 5-Nitroisobenzofuran-1,3-dione; 4-Nitrophthalic anhydride; 5-Nitroisobenzofuran-1,3-dione; 5-Nitrobenzo[c]furan-1,3-dione; 5-Nitro-2-benzofuran-1,3-dione; 4-Nitrophthalic anhydride; 4-硝基邻苯二甲酸酐

Database IDs

• CAS Number: 5466-84-2
• EC Number: 226-776-2
• MDL Number: MFCD00005922
• Beilstein Number: 179682
• PubChem SID: 24886607; 162077220; 24854147
• PubChem CID: 230976

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.3625678
• LogD (pH = 7.4): 1.3625678
• Log P: 1.3625678
• Molar Refractivity: 43.6855 cm^3
• Polarizability: 16.148281 Å^3
• Polar Surface Area: 86.51 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 116-120 °C; 116-120 °C(lit.); 116-121°C; 118-120°C

Safety Information

• Storage Warning: Irritant; Moisture Sensitive
• RTECS: TI3328000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ~90% (T); 92%; 95+%; tech. 90%
• Grade: technical
• Impurities: 5-8% 3-nitrophthalic anhydride
• Empirical Formula (Hill Notation): C8H3NO5

DETAILS

Sigma Aldrich - 238201

Packaging
5, 25 g in glass bottle

REFERENCES

• Reagent for the protection of primary amines as the corresponding phthalimides. Cleavage can be carried out with methylhydrazine: Synlett, 63 (1994).