1-oxo-1,3-dihydro-2-benzofuran-5-carbonitrile

• ChemBase ID: 142101
• Molecular Formular: C9H5NO2
• Molecular Mass: 159.1415
• Monoisotopic Mass: 159.03202841
• SMILES: c1cc2c(cc1C#N)COC2=O
• Canonical SMILES: N#Cc1ccc2c(c1)COC2=O
• InChI: InChI=1S/C9H5NO2/c10-4-6-1-2-8-7(3-6)5-12-9(8)11/h1-3H,5H2
• InChIKey: XEEGWTLAFIZLSF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-oxo-1,3-dihydro-2-benzofuran-5-carbonitrile
• IUPAC Traditional name: 1-oxo-3H-2-benzofuran-5-carbonitrile
• Synonyms: 1,3-Dihydro-1-oxoisobenzofuran-5-carbonitrile; 1-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile; 5-Cyanophthalide; 1,3-Dihydro-1-oxo-5-isobenzofurancarbonitrile; 5-Cyano-3H-isobenzofuranone; 5-Cyanophthalide; 1,3-二氢-1-氧-5-异苯并呋喃甲腈; 5-氰基-3H-异苯并呋喃酮; 5-氰苯酞

Database IDs

• CAS Number: 82104-74-3
• EC Number: 279-900-2
• MDL Number: MFCD01072882
• PubChem SID: 162236332; 24883516
• PubChem CID: 821218

CALCULATED PROPERTIES

• Acid pKa: 14.943244
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3840463
• LogD (pH = 7.4): 1.3840463
• Log P: 1.3840463
• Molar Refractivity: 42.3595 cm^3
• Polarizability: 15.857627 Å^3
• Polar Surface Area: 50.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone
• Apperance: White to Pale Yellow Crystalline Solid
• Melting Point: 200-203°C; 201-205 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H5NO2

DETAILS

Sigma Aldrich - 647195

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - C982075

A useful synthetic intermediate.