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Revision as of 13:36, 9 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').← Previous edit Latest revision as of 07:06, 27 December 2024 edit undo0dorkmann (talk | contribs)258 editsm cat 
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{{About|the hydrocarbon|the binary compound of hydrogen and indium|Indium trihydride|other uses}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 415662359 | verifiedrevid = 443871122
|ImageFile=Indane structure.png | ImageFile=Indane structure.svg
|ImageSize=150px | ImageSize=170px
|ImageName=Skeletal formula | ImageName=Skeletal formula
|ImageFile1=Indane-3D-balls.png | ImageFile1=Indane 3D ball.png
|ImageSize1=160px | ImageSize1=200px
|ImageName1=Ball-and-stick model
| ImageAlt1=Ball-and-stick model of the indane molecule
|IUPACName=indane
| PIN = 2,3-Dihydro-1''H''-indene<ref>{{cite book |author=] |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=] |pages=602 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}</ref>
|OtherNames=Benzocyclopentane<br> | OtherNames = Indan<br />Benzocyclopentane<br />
Hydrindene<ref name="hawley-1977-p464">{{cite book|author=Hawley, Gessner G.|title=The Condensed Chemical Dictionary|publisher=Van Nostrand Reinhold Company|year=1977|isbn=0-442-23240-3|pages=464}}</ref><br> Hydrindene<ref name="hawley-1977-p464">{{cite book|author=Hawley, Gessner G.|title=The Condensed Chemical Dictionary|publisher=Van Nostrand Reinhold Company|year=1977|isbn=0-442-23240-3|pages=464}}</ref><br />2,3-Dihydroindene<ref name="hawley-1977-p464" />
2,3-Dihydroindene<ref name="hawley-1977-p464" />
|Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9903 | ChemSpiderID = 9903
| InChI = 1/C9H10/c1-2-5-9-7-3-6-8(9)4-1/h1-2,4-5H,3,6-7H2 | InChI = 1/C9H10/c1-2-5-9-7-3-6-8(9)4-1/h1-2,4-5H,3,6-7H2
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| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=496-11-7 | CASNo=496-11-7
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem=10326
| ChEBI = 37911 | UNII = H9SCX043IG
| PubChem=10326
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 37911
| SMILES = c1ccc2c(c1)CCC2 | SMILES = c1ccc2c(c1)CCC2
| Beilstein = 1904376
| Gmelin = 67817
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>9</sub>H<sub>10</sub> | Formula=C<sub>9</sub>H<sub>10</sub>
| MolarMass=118.176 g/mol | MolarMass=118.176 g/mol
| Appearance=Clear colorless liquid | Appearance=colorless liquid
| Density= | Density=0.9645 g/cm<sup>3</sup>
| MeltingPtC=-51.4
| MeltingPt=
| BoilingPtC=176.5 | BoilingPtC=176.5
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''Indane''' or '''indan''' is an ] with the formula C<sub>9</sub>H<sub>10</sub>. It is a colorless liquid ]. It is a ], a bicyclic compound. It occurs at the level of about 0.1% in ]. It is usually produced by hydrogenation of ].<ref name=Ullmanns>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}}</ref>
'''Indane''' or '''indan''' is a ] petrochemical compound.


==Derivatives== ==Derivatives==
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. 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 ] with ], using metallic ] and ] 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 ].
Other derivatives can be obtained indirectly, e.g. the reaction of diethyl phtalate with ethylacetate using metallic sodium and ethanol as a catalyst. The reaction yelds indanedione ethyl ester which can react with the sodium ions yielding a salt. This can be reversed by adding an aquous solution of hydrochloric acid.


A family of indane derivatives are ]s. They are very close derivatives of other empathogen-entactogens such as ] and ]. Examples include ] and ].<ref>{{cite journal | pmid = 1967651| year = 1990| last1 = Nichols| first1 = D. E| title = Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA)| journal = Journal of Medicinal Chemistry| volume = 33| issue = 2| pages = 703–10| last2 = Brewster| first2 = W. K| last3 = Johnson| first3 = M. P| last4 = Oberlender| first4 = R| last5 = Riggs| first5 = R. M| doi=10.1021/jm00164a037}}</ref> Nichols also created an indane isomer of ], ], ], and an iodized derivative ].
Indane can also be converted in a catalytic reactor to other aromatics such a ].

Another derivative is ].


==See also== ==See also==
* ] * ]
* ]


==References== ==References==
{{Reflist}} {{Reflist}}


{{Authority control}}
== External links ==
* for indane (indan) from
Physical and Theoretical Chemistry Laboratory at ].


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