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2-Tetralone
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2-tetralone.png 140px Structural formula of 2-tetralone 2-Tetralone 3D ball.png 160px Ball-and-stick model of the 2-tetralone molecule 3,4-Dihydronaphthalen-2(1H)-one β-Tetralone; 2-Tetralone correct CAS 530-93-8 correct FDA K46ZZ833BH 208-498-3 c1ccc2c(c1)CCC(=O)C2 1/C10H10O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-4H,5-7H2 KCKZIWSINLBROE-UHFFFAOYAE 1S/C10H10O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-4H,5-7H2 KCKZIWSINLBROE-UHFFFAOYSA-N changed chemspider 68266 61564 changed chemspider changed chemspider
10 10 1 Colourless liquid 1.106 g/mL 18 70–71 /0.25 mm in basic water
2-Tetralone is an organic chemical compound with the molecular formula C10H10O. This colourless oil is an intermediate in organic synthesis. It is a ketone derivative of tetralin, a hydrogenated derivative of naphthalene.
History and synthesis
The compound was first obtained by Eugen Bamberger and Wilhelm Lodter in 1893 by dehydrohalogenation of 3-chloro-2-tetralol with hot alkali.Shner V. F. Przhiyaglovskaya N. M. 1966-07-31 COMPOUNDS OF THE β-TETRALONE SERIES Russian Chemical Reviews en 35 7 523 10.1070/RC1966v035n07ABEH001493 0036-021X free 1966RuCRv..35..523S Bamberger Eug. Lodter W. 1893 Ueber das Dihydronaphtalin und einige seiner Derivate https://books.google.com/books?id=DdgHBvZhavwC&pg=PA1833 Berichte der Deutschen Chemischen Gesellschaft de 26 2 1833–1844 10.1002/cber.189302602133 1099-0682
2-Tetralone may be prepared by reductive cleavage of 2-naphthyl ethers.M. D. Soffer, M. P. Bellis, Hilda E. Gellerson, and Roberta A. Stewart "β-Tetralone" Org. Synth. 1952, 32, 97 10.15227/orgsyn.032.0097 free
Applications
2-Tetralone is an intermediate in the synthesis of a variety of pharmaceutical drugs including L-687,384, nepinalone, napamezole,Wentland, Mark P. Bailey, Denis M. Alexander, E. John Castaldi, Michael J. Ferrari, Richard A. Haubrich, Dean R. Luttinger, Daniel A. Perrone, Mark H. 1987 Synthesis and antidepressant properties of novel 2-substituted 4,5-dihydro-1H-imidazole derivatives Journal of Medicinal Chemistry 30 8 1482–1489 10.1021/jm00391a034 3039138 spirodone, and trioxifene.
See also
1-Tetralone
References
Category:Tetralones