Benzofuran

Title: Benzofuran
CAS Registry Number: 271-89-6
Additional Names: Coumarone; cumarone
Molecular Formula: C8H6O
Molecular Weight: 118.13
Percent Composition: C 81.34%, H 5.12%, O 13.54%
Literature References: Constituent of coal tar, q.v. Isoln from coal tar oils: Kraemer, Spilker, Ber. 23, 78 (1890); 33, 2261 (1900); Breston, Gauger, Am. Gas Assoc. Proc. 28, 492 (1946). Synthesis by heating phenoxyacetaldehyde with zinc chloride and acetic acid: Stoermer, Ber. 30, 1703 (1897); Ann. 312, 261 (1900). Review of toxicology and human exposure: Toxicological Profile for 2,3-Benzofuran (PB93-110666, 1992) 95 pp.
Properties: Oil. Aromatic odor. Not solid at -18°. bp760 173-175°; bp15 62-63°. Volatile with steam. d422.7 1.0913. nD16.3 1.56897; nD22.7 1.565. Insol in water, aq alkaline solns; miscible with benzene, petr ether, abs alcohol, ether. Slowly polymerizes on standing. For additional physical data see Breston, Gauger, loc. cit.
Boiling point: bp760 173-175°; bp15 62-63°
Index of refraction: nD16.3 1.56897; nD22.7 1.565
Density: d422.7 1.0913
Use: Manuf of coumarone-indene resins.
Benzoguanamine Benzohydrol Benzoic Anhydride Benzoin Oxime Benzonatate

Benzofuran
Skeletal formula with numbering convention
Ball-and-stick model Space-filling model
Identifiers
CAS number 271-89-6 YesY
PubChem 9223
ChemSpider 8868 YesY
UNII LK6946W774 YesY
DrugBank DB04179
KEGG C14512 YesY
ChEBI CHEBI:35260 YesY
ChEMBL CHEMBL363614 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H6O
Molar mass 118.13 g mol−1
Melting point −18 °C; 0 °F; 255 K
Boiling point 173 °C; 343 °F; 446 K
Hazards
LD50 500 mg/kg (mice).[1]
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. This colourless liquid is a component of coal tar. Benzofuran is the "parent" of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants.