{{chembox | Watchedfields = changed | verifiedrevid = 462089974 | ImageFile = Lepidine.png | ImageSize = 150px | PIN = 4-Methylquinoline | OtherNames = Lepidine |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 491-35-0 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 9734 | ChemSpiderID = 13854818 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 116169T3O8 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 48983 | PubChem = 10285 | EC_number = 207-734-2 | Beilstein = 110926 | SMILES = Cc1ccnc2ccccc12 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI =1S/C10H9N/c1-8-6-7-11-10-5-3-2-4-9(8)10/h2-7H,1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = MUDSDYNRBDKLGK-UHFFFAOYSA-N }} |Section2={{Chembox Properties | Formula = C<sub>10</sub>H<sub>9</sub>N | MolarMass = 143.19 g/mol | Appearance = Colorless liquid | Density = 1.083 g/ml | MeltingPtC = 9 to 10 | MeltingPt_notes = | BoilingPtC = 261 to 263 | BoilingPt_notes = }} }}
'''Lepidine''', or '''4-methylquinoline''', is an organic compound with the formula {{chem2|C9H6NCH3}}. It is one of the two commercially important methyl quinolines. It is a colorless liquid, although impure samples can appear yellow.
Its methyl group is fairly acidic, allowing for condensations to occur at this position, especially when the nitrogen is quaternized. It is used in the preparation of cyanine dyes.<ref name=Ullmann>{{Ullmann |doi=10.1002/14356007.a16_487.pub2|title=Methine Dyes and Pigments|year=2008|last1=Berneth|first1=Horst|isbn=978-3527306732}}</ref>
Oxidation with selenium dioxide gives the aldehyde {{ill|4-formylquinoline|qid=Q27256940|s=1}}.<ref>{{cite journal |author=H. A. Riley, A. R. Gray|title=Phenylglyoxal |journal=Organic Syntheses |date=1935 |volume=15 |page=67 |doi=10.15227/orgsyn.015.0067}}</ref>
== See also == * Quinaldine, the isomer with the methyl group in position 2. * Quinoline ==References== <references />
Category:Quinolines Category:Methyl compounds