Indene
Structural Formula Vector Image
Title: Indene
CAS Registry Number: 95-13-6
Additional Names: Indonaphthene
Molecular Formula: C9H8
Molecular Weight: 116.16
Percent Composition: C 93.06%, H 6.94%
Literature References: Found in the tars from coal, lignite, and crude petr. Isoln from coal tar: Weissgerber, Ber. 42, 569 (1909); Brennst.-Chem. 5, 208 (1924); Weissgerber, Seidler, Ber. 60, 2088 (1927). Prepn from acetylene over activated charcoal at 625°: Zelinsky, Ber. 57, 264 (1924). Manuf from tetrahydronaphthalene by passing over SiO2-Al2O3 catalyst at 670°: GB 578083 (1946). Prepn from o-BrCH2C6H4CH2CH2Br and triphenylphosphine: Bestmann et al., Ann. 718, 33 (1968).
Properties: Liquid. d44 1.0081; d420 0.9968; d450 0.9692. mp -1.8°. bp760 181.6°; bp400 157.8°; bp200 135.6°; bp100 114.7°; bp60 100.8°; bp40 90.7°; bp20 73.9°; bp10 58.5°; bp5 44.3°; bp1.0 16.4°. nD18.5 1.5773. Absorption spectrum: Morton, de Gouveia, J. Chem. Soc. 1934, 911. Insol in water. Miscible with most organic solvents. Polymerizes and oxidizes on standing. Concd H2SO4 forms metaindene, (C9H8)16-22.
Melting point: mp -1.8°
Boiling point: bp760 181.6°; bp400 157.8°; bp200 135.6°; bp100 114.7°; bp60 100.8°; bp40 90.7°; bp20 73.9°; bp10 58.5°; bp5 44.3°; bp1.0 16.4°
Index of refraction: nD18.5 1.5773
Density: d44 1.0081; d420 0.9968; d450 0.9692
CAUTION: Potential symptoms of overexposure in exptl animals are irritation of eyes, skin, mucous membranes; dermatitis, skin sensitization; liver, kidney and spleen injury; aspiration of liquid may cause chemical pneumonia. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 170.

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