Indane: Difference between revisions

{{About|the hydrocarbon|the binary compound of hydrogen and indium|Indium trihydride|other uses}}

| Watchedfields = changed

| verifiedrevid = 443871122

| ImageFile=Indane structure.svg

| ImageSize=170px

| ImageName=Skeletal formula

| ImageFile1=Indane 3D ball.png

| ImageSize1=200px

| ImageAlt1=Ball-and-stick model of the indane molecule

| PIN = 2,3-Dihydro-1''H''-indene<ref>{{cite book |author=[[International Union of Pure and Applied Chemistry]] |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=[[Royal Society of Chemistry|The Royal Society of Chemistry]] |pages=602 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}</ref>

| 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 />2,3-Dihydroindene<ref name="hawley-1977-p464" />

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = H9SCX043IG

| PubChem=10326

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 37911

| Beilstein = 1904376

| Gmelin = 67817

|Section2={{Chembox Properties

| Formula=C₉H₁₀

| MolarMass=118.176 g/mol

| Appearance=colorless liquid

| Density=0.9645 g/cm³

| MeltingPtC=-51.4

| BoilingPtC=176.5

| Solubility=

|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

'''Indane''' or '''indan''' is an [[organic compound]] with the formula C₉H₁₀. 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]].<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>

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]].

A family of indane derivatives are [[empathogen-entactogen]]s. They are very close derivatives of other empathogen-entactogens such as [[MDMA]] and [[3,4-methylenedioxyamphetamine|MDA]]. Examples include [[MDAI]] and [[MDMAI]].<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 [[amphetamine]], [[2-aminoindane]], [[NM-2-AI]], and an iodized derivative [[5-IAI]].

* [[1,3-indandione]]

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[[Category:Indanes|*]]