Indane

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This article is about the organic chemical. For InH
3
, see Indium hydride.
Indane
Skeletal formula
Ball-and-stick model
Identifiers
CAS number 496-11-7 YesY
PubChem 10326
ChemSpider 9903 YesY
ChEBI CHEBI:37911 YesY
ChEMBL CHEMBL370687 YesY
Jmol-3D images Image 1
Properties
Molecular formula C9H10
Molar mass 118.176 g/mol
Appearance Clear colorless liquid
Boiling point 176.5 °C (349.7 °F; 449.6 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Indane or indan is a hydrocarbon petrochemical compound, with formula C9H10.

Derivatives[edit]

Derivatives include compounds such as 1-methyl-indane and 2-methyl-indane (where one methyl group is attached to the five carbon ring), 4-methyl-indane and 5-methyl-indane (where one methyl group is attached to the benzene ring), various dimethyl-indanes, and various pharmaceutical derivatives. Other derivatives can be obtained indirectly, e.g. the reaction of diethyl phthalate with ethyl acetate, using metallic sodium and ethanol as a catalyst. The reaction yields indanedione ethyl ester, which can react with the sodium ions yielding a salt. This can be reversed by adding an aqueous solution of hydrochloric acid.

Indane can also be converted in a catalytic reactor to other aromatics such as xylene.

Another derivative is 1,3-indandione.

Dr. David E. Nichols developed a family of indane derivatives that are empathogen-entactogens. They are very close derivatives of other empathogen-entactogens such as MDMA and MDA. However, they are not neurotoxic at therapeutic doses because the alpha-methyl group is bound and therefore cannot form a free radical. Examples include MDAI, MDMAI, and MDAT.[2] Nichols also created an indane isomer of amphetamine, 2-aminoindane, and an iodized derivative 5-IAI.

See also[edit]

References[edit]

  1. ^ a b Hawley, Gessner G. (1977). The Condensed Chemical Dictionary. Van Nostrand Reinhold Company. p. 464. ISBN 0-442-23240-3. 
  2. ^ Nichols DE, Brewster WK, Johnson MP, Oberlender R, Riggs RM. Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). Journal of Medicinal Chemistry. 1990 Feb;33(2):703-10. PMID 1967651