1-Indanone

{{Chembox

| ImageFile = 1-indanon.png

| ImageSize = 148 px

| ImageAlt =

| PIN = 2,3-Dihydro-1H-inden-1-one

| OtherNames = α-Hydroindone

|Section1={{Chembox Identifiers

| CASNo = 83-33-0

| PubChem = 6735

| ChemSpiderID = 6479

| EC_number = 201-470-1

| UNII = V7021Y717I

| KEGG = C01504

| Gmelin = 142414

| Beilstein = 507957

| 3DMet = B00309

| ChEBI = 17404

| StdInChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2

| StdInChIKey = QNXSIUBBGPHDDE-UHFFFAOYSA-N

| SMILES = C1CC(=O)C2=CC=CC=C21

}}

|Section2={{Chembox Properties

| C=9|H=8|O=1

| Appearance = Colorless solid

| Density =

| MeltingPtC = 38-42

| BoilingPtC = 243-245

| Solubility = }}

|Section3={{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|302}}

| PPhrases = {{P-phrases|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}}

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

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.{{cite journal|title=α-Hydroindone|author=

R. A. Pacaud, C. F. H. Allen|journal=Org. Synth.|year=1938|volume=18|pages=47|doi=10.15227/orgsyn.018.0047}} It can also be prepared by cyclization of phenylpropionic acid.

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Uses

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) and pyrophendane.

References

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Category:Aromatic ketones

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