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

• ChemBase ID: 151086
• Molecular Formular: C12H12O2
• Molecular Mass: 188.22248
• Monoisotopic Mass: 188.08372962
• SMILES: CCC/C=C\1/c2ccccc2C(=O)O1
• Canonical SMILES: CCC/C=C/1\OC(=O)c2c1cccc2
• InChI: InChI=1S/C12H12O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-8H,2-3H2,1H3
• InChIKey: WMBOCUXXNSOQHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-butylidene-1,3-dihydro-2-benzofuran-1-one; (3Z)-3-butylidene-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: 3-butylidene-2-benzofuran-1-one; Z-butylidenephthalide; (3Z)-3-butylidene-2-benzofuran-1-one
• Synonyms: 3-Butylidenephthalide; n-Butylidenephthalide, (E)+(Z); 3-Butylidene-1(3H)-isobenzofuranone; Butylidenephthalide; Ligusticum Lactone; NSC 325307; 3-Butylidene Phthalide; (Z)-Butylidenephthalide; 3-正丁烯基苯酞; 亚正丁基苯酞内酯, (E)+(Z)

Database IDs

• CAS Number: 551-08-6; 72917-31-8
• EC Number: 208-991-3
• MDL Number: MFCD00047319
• Beilstein Number: 5145
• PubChem SID: 162245244; 24901649
• PubChem CID: 642376
• FEMA ID: 3333
• Council of Europe Number: 10083
• Flavis Number: 10.024

CALCULATED PROPERTIES

• LogD (pH = 7.4): 3.0239282
• Log P: 3.0239282
• Molar Refractivity: 56.2761 cm^3
• Polarizability: 21.208185 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.0239282

PROPERTIES

Physical Property

• Apperance: Oil
• Boiling Point: 108-109°C/0.1mm; 139-142 °C/5 mmHg(lit.)
• Flash Point: 113 °C; 132°C(269°F); 235.4 °F
• Density: 1.103; 1.103 g/mL at 25 °C(lit.)
• Refractive Index: 1.5770; n20/D 1.577(lit.)
• Organoleptic: herbaceous

Safety Information

• RTECS: TI3692500
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥96%; 95%
• Grade: Halal; Kosher; NI
• Empirical Formula (Hill Notation): C12H12O2

DETAILS

Sigma Aldrich - W333301

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

Toronto Research Chemicals - B692250

3-Butylidenephthalide is a phthalide derivative useful for control of sensation disorder and olfaction disorder.

REFERENCES

• Fujii, S., et al.: J. Exp. Med., 199, 1607 (2004)
• Kaisho, T., et al.: Trends Immunol., 29, 329 (2004)
• Yu, Y., et al.: Eur. J. Immunol., 39, 2482 (2004)