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1-Indanone
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Indanone.svg 150px 2,3-Dihydro-1H-inden-1-one α-Hydroindone 83-33-0 6735 6479 201-470-1 V7021Y717I C01504 142414 507957 B00309 17404 1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2 QNXSIUBBGPHDDE-UHFFFAOYSA-N C1CC(=O)C2=CC=CC=C21 9 8 1 Colorless solid 38-42 243-245 07 Warning 302 261 264 270 271 280 301+312 302+352 304+340 305+351+338 312 321 330 332+313 337+313 362 403+233 405 501
1-Indanone is the organic compound with the formula C6H4(CH2)2CO. It is one of two isomeric benzocyclopentanones, the other being 2-indanone. It is a colorless solid. 1-Indanone is a substrate for the enzyme indanol dehydrogenase.
Preparation
It is prepared by oxidation of indane or indene.α-Hydroindone R. A. Pacaud, C. F. H. Allen Org. Synth. 1938 18 47 10.15227/orgsyn.018.0047 free It can also be prepared by cyclization of phenylpropionic acid.
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Uses and reactions
1-Indanone is an intermediate in the synthesis of a variety of pharmaceutical drugs including 2-aminoindane (using beta-keto-oxime formation with isoamylnitrite followed by reduction), drinidene, pirandamine,I. Jirkovsky, L. G. Humber and R. Noureldin, Eur. J. Med. Chem., 11, 571 (1976) pyrophendane & rasagiline.
1-Indanol can be produced by hydride reduction of 1-indanone.(S)-Tetrahydro-1-Methyl-3,3-Diphenyl-1H,3H-Pyrrolo-[1,2-c][1,3,2]Oxazaborole-Borane Complex Organic Syntheses 1997 74 50 10.15227/orgsyn.074.0050 free
References
Category:Aromatic ketones