8-oxatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaene

• ChemBase ID: 89681
• Molecular Formular: C12H8O
• Molecular Mass: 168.19132
• Monoisotopic Mass: 168.05751488
• SMILES: o1c2c(cccc2)c2c1cccc2
• Canonical SMILES: c1ccc2c(c1)oc1c2cccc1
• InChI: InChI=1S/C12H8O/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8H
• InChIKey: TXCDCPKCNAJMEE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-oxatricyclo[7.4.0.0^2,^7]trideca-1(9),2(7),3,5,10,12-hexaene; 8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene
• IUPAC Traditional name: dibenzofuran; DBF
• Synonyms: Dibenzofuran; Dibenzofuran; Dibenzo[b,d]furan; Diphenylene oxide; Dibenzo[b,d]furan; 氧化联亚苯基; 二苯并呋喃; 二苯并[b,d]呋喃

Database IDs

• CAS Number: 132-64-9
• EC Number: 205-071-3
• MDL Number: MFCD00004968
• Beilstein Number: 121100
• PubChem SID: 24867901; 24892223; 24854168; 162076544
• PubChem CID: 568
• CHEBI ID: 28145
• CHEMBL: 277497
• Chemspider ID: 551
• KEGG ID: C07729
• Wikipedia Title: Dibenzofuran

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.151247
• LogD (pH = 7.4): 3.151247
• Log P: 3.151247
• Molar Refractivity: 51.2268 cm^3
• Polarizability: 22.437923 Å^3
• Polar Surface Area: 13.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water
• Apperance: white to pale yellow crystalline powder
• Melting Point: 78-83°C; 80-82 °C(lit.); 80-82°C; 81 - 85 °C; 83-85 °C
• Boiling Point: 154-155 °C/20 mmHg(lit.); 154-155°C/20mm; 285 °C; 287-289°C
• Flash Point: 130 °C; 130°C; 130°C(266°F); 266 °F
• Density: 1.3

Safety Information

• Storage Warning: Harmful
• RTECS: HP4430000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077; UN3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3; III
• Risk Statements: 22-51/53; 51/53; R51/53
• Safety Statements: 57; 61; S24/25 S29 S61
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H411; H411-H401
• GHS Precautionary statements: P273; P273-P391-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (GC); 95+%; 98%
• Grade: analytical standard; analytical standard, for environmental analysis; BCR® certified Reference Material; puriss.
• Packaging: ampule of 100 mg
• Empirical Formula (Hill Notation): C12H8O

DETAILS

Sigma Aldrich - 236373

Packaging
10 g in glass bottle
50 g in poly bottle

Sigma Aldrich - BCR337

Legal Information
BCR is a registered trademark of European Commission

REFERENCES

• Lithiation with n-BuLi occurs at the 4-position (ortho to the O atom). The 4-lithio derivative has been silylated and a second metallation effected at the 6- (second ortho) position, using n-BuLi and TMEDA, as a route to 4,6-disubstituted derivatives: J. Org. Chem., 62, 2259 (1997).