1,3-dihydro-2-benzofuran-1-one

• ChemBase ID: 111115
• Molecular Formular: C8H6O2
• Molecular Mass: 134.13204
• Monoisotopic Mass: 134.03677943
• SMILES: O=C1OCc2ccccc12
• Canonical SMILES: O=C1OCc2c1cccc2
• InChI: InChI=1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2
• InChIKey: WNZQDUSMALZDQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: phthalide
• Synonyms: Phthalolactone; PHTHALIDE; isobenzofuran-1(3H)-one; 1-Isobenzofuranone; Phthalide; 1(3H)-Isobenzofuranone; 2-苯并呋喃酮; 苯酞

Database IDs

• CAS Number: 87-41-2
• EC Number: 201-744-0
• MDL Number: MFCD00005906
• Beilstein Number: 114632
• PubChem SID: 162097062; 24887500; 24898475
• PubChem CID: 6885
• Chemspider ID: 6621
• FEMA ID: 4195
• Unique Ingredient Identifier: 8VV922U86J
• Wikipedia Title: Phthalide
• Flavis Number: 10.056

CALCULATED PROPERTIES

• Acid pKa: 15.362232
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.52795
• LogD (pH = 7.4): 1.52795
• Log P: 1.52795
• Molar Refractivity: 36.6379 cm^3
• Polarizability: 14.012798 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 71-74 °C; 71-74 °C(lit.); 72-75°C; 73°C; 75 - 77°C
• Boiling Point: 289-291°C; 290 °C(lit.); 290°C
• Flash Point: 152 °C; 152°C(305°F); 305.6 °F
• Density: 1.1

Safety Information

• RTECS: TI3520000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (GC); 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C8H6O2

DETAILS

MP Biomedicals - 05217827

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W419501

Packaging
1 kg in poly bottle
1 sample in glass bottle

Sigma Aldrich - P39605

Packaging
100, 500 g in poly bottle

REFERENCES

• The lithio-derivative adds to electron-deficient alkenes in a route to 2-substituted-1-naphthols: J. Chem. Soc., Chem. Commun., 162 (1978):
  
• Reaction of phthalide and 3,3-dialkyl derivatives with propargyl Grignards results in [n+2] ring expansion via a ring-opened allene intermediate: Chem. Commun., 19 (1996):