Indan

Chemical properties

Indane is a colourless to faintly yellow liquid. Insoluble in water, soluble in alcohol, ether and other organic solvents in any proportion.

The Uses of Indan

Indane, is used as a catalytic agent, Petrochemical additive, used in organic synthesis. It is also used as pharmaceutical and chemical intermediate.

Definition

ChEBI: Indane is an ortho-fused bicyclic hydrocarbon consisting of a benzene ring fused to a cyclopentane ring; a high-boiling (176°C) colourless liquid. It is a member of indanes and an ortho-fused bicyclic hydrocarbon.

What are the applications of Application

Indane is used as anti-vibration agent for aviation fuel and anti-vibration agent for rubber industry. Its derivatives can be used in pharmaceuticals and solvents. Indane can be cracked to produce benzene compounds.

Preparation

Taking heavy benzene with a Indan content of 35% as a raw material, rectifying it through an emulsification tower, and cutting the 182°C fraction from the top of the tower, that is, Indan with a content of more than 90%.?

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 314, 1989 DOI: 10.1021/ja00183a048
The Journal of Organic Chemistry, 41, p. 1184, 1976 DOI: 10.1021/jo00869a022

Hazard

Irritant to skin and eyes.

Synthesis

3-phenyl-1-propene is isomerized to give indane in the presence of AlCl3:

Source

Detected in distilled water-soluble fractions of 87 octane gasoline (0.40 mg/L), 94 octane gasoline (0.23 mg/L), Gasohol (0.50 mg/L), No. 2 fuel oil (0.05 mg/L), jet fuel A (0.15 mg/L), and diesel fuel (0.06 mg/L) (Potter, 1996). Based on laboratory analysis of 7 coal tar samples, indan concentrations ranged from ND to 3,800 ppm (EPRI, 1970).

Environmental Fate

Photolytic. Gas-phase reaction rate constants for OH radicals, NO3 radicals, and ozone at 24 °C were 1.9 x 10^-11, 6.6 x 10^-15, and <3 x 10^-19 cm³/molecule?sec, respectively (Kwok et al., 1997).

Purification Methods

Shake indane with conc H2SO4, then water, dry and fractionally distil it. [Beilstein 5 H 486, 5 I 234, 5 II 376, 5 III 1200, 5 IV 1371.]