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 |
(50 intermediate revisions by 40 users not shown) |
Line 1: |
Line 1: |
|
|
{{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 |
Line 24: |
Line 25: |
|
| 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 ]. |
|
|
|
|
|
|
|
|
] |
|
|
] |
|
|
|
|
|
|
] |
|
] |
|
] |
|
|
] |
|
|
] |
|