Indane or indan is an organic compound with the formula C6H4(CH2)3. It is a colorless liquid hydrocarbon. It is a petrochemical, a bicyclic compound. It occurs at the level of about 0.1% in coal tar. It is usually produced by hydrogenation of indene.[3]
Derivatives include compounds such as 1-methylindane and 2-methylindane (where one methyl group is attached to the five carbon ring), 4-methylindane and 5-methylindane (where one methyl group is attached to the benzene ring), and various dimethylindanes. 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.
^Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke "Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. doi:10.1002/14356007.a13_227
^Howbert, J. Jeffry; Grossman, C. Sue; Crowell, Thomas A.; Rieder, Brent J.; Harper, Richard W.; Kramer, Kenneth E.; Tao, Eddie V.; Aikins, James; Poore, Gerald A. (1990). "Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships". Journal of Medicinal Chemistry. 33 (9): 2393–2407. doi:10.1021/jm00171a013. ISSN 0022-2623. PMID 2391684.
^Nichols, D. E; Brewster, W. K; Johnson, M. P; Oberlender, R; Riggs, R. M (1990). "Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA)". Journal of Medicinal Chemistry. 33 (2): 703–10. doi:10.1021/jm00164a037. PMID 1967651.
January 15, 2023
indane, this, article, about, hydrocarbon, binary, compound, hydrogen, indium, indium, trihydride, other, uses, disambiguation, indan, organic, compound, with, formula, c6h4, colorless, liquid, hydrocarbon, petrochemical, bicyclic, compound, occurs, level, abo. This article is about the hydrocarbon For the binary compound of hydrogen and indium see Indium trihydride For other uses see Indane disambiguation Indane or indan is an organic compound with the formula C6H4 CH2 3 It is a colorless liquid hydrocarbon It is a petrochemical a bicyclic compound It occurs at the level of about 0 1 in coal tar It is usually produced by hydrogenation of indene 3 Indane NamesPreferred IUPAC name 2 3 Dihydro 1H indene 2 Other names IndanBenzocyclopentane Hydrindene 1 2 3 Dihydroindene 1 IdentifiersCAS Number 496 11 7 Y3D model JSmol Interactive imageBeilstein Reference 1904376ChEBI CHEBI 37911 YChEMBL ChEMBL370687 YChemSpider 9903 YECHA InfoCard 100 007 105Gmelin Reference 67817PubChem CID 10326UNII H9SCX043IG YCompTox Dashboard EPA DTXSID4052132InChI InChI 1S C9H10 c1 2 5 9 7 3 6 8 9 4 1 h1 2 4 5H 3 6 7H2 YKey PQNFLJBBNBOBRQ UHFFFAOYSA N YInChI 1 C9H10 c1 2 5 9 7 3 6 8 9 4 1 h1 2 4 5H 3 6 7H2Key PQNFLJBBNBOBRQ UHFFFAOYAWSMILES c1ccc2c c1 CCC2PropertiesChemical formula C9H10Molar mass 118 176 g molAppearance colorless liquidDensity 0 9645 g cm3Melting point 51 4 C 60 5 F 221 8 K Boiling point 176 5 C 349 7 F 449 6 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Contents 1 Reactions 2 Derivatives 3 See also 4 ReferencesReactions EditIndane can also be converted in a catalytic reactor to other aromatics such as xylene Indane is used in the synthesis of sulofenur 4 Derivatives EditDerivatives include compounds such as 1 methylindane and 2 methylindane where one methyl group is attached to the five carbon ring 4 methylindane and 5 methylindane where one methyl group is attached to the benzene ring and various dimethylindanes 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 A family of indane derivatives are empathogen entactogens They are very close derivatives of other empathogen entactogens such as MDMA and MDA Examples include MDAI and MDMAI 5 Nichols also created an indane isomer of amphetamine 2 aminoindane NM 2 AI and an iodized derivative 5 IAI See also EditIndene 1 3 indandioneReferences Edit a b Hawley Gessner G 1977 The Condensed Chemical Dictionary Van Nostrand Reinhold Company p 464 ISBN 0 442 23240 3 International Union of Pure and Applied Chemistry 2014 Nomenclature of Organic Chemistry IUPAC Recommendations and Preferred Names 2013 The Royal Society of Chemistry p 602 doi 10 1039 9781849733069 ISBN 978 0 85404 182 4 Karl Griesbaum Arno Behr Dieter Biedenkapp Heinz Werner Voges Dorothea Garbe Christian Paetz Gerd Collin Dieter Mayer Hartmut Hoke Hydrocarbons in Ullmann s Encyclopedia of Industrial Chemistry 2002 Wiley VCH Weinheim doi 10 1002 14356007 a13 227 Howbert J Jeffry Grossman C Sue Crowell Thomas A Rieder Brent J Harper Richard W Kramer Kenneth E Tao Eddie V Aikins James Poore Gerald A 1990 Novel agents effective against solid tumors the diarylsulfonylureas Synthesis activities and analysis of quantitative structure activity relationships Journal of Medicinal Chemistry 33 9 2393 2407 doi 10 1021 jm00171a013 ISSN 0022 2623 PMID 2391684 Nichols D E Brewster W K Johnson M P Oberlender R Riggs R M 1990 Nonneurotoxic tetralin and indan analogues of 3 4 methylenedioxy amphetamine MDA Journal of Medicinal Chemistry 33 2 703 10 doi 10 1021 jm00164a037 PMID 1967651 Retrieved from https en wikipedia org w index php title Indane amp oldid 1095044743, wikipedia, wiki, book, books, library,
