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1-Indanone

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.


Column 1Column 2
Preferred IUPAC name
2,3-Dihydro-1H-inden-1-one
Other names
α-Hydroindone
CAS Number.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}83-33-0
3D model (JSmol)Interactive image
Beilstein Reference507957
ChEBICHEBI:17404
ChemSpider6479
ECHA InfoCard100.001.337
EC Number201-470-1
Gmelin Reference142414
KEGGC01504
PubChem CID6735
UNIIV7021Y717I
CompTox Dashboard (EPA)DTXSID1058892
InChI
InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2Key: QNXSIUBBGPHDDE-UHFFFAOYSA-N
SMILES
C1CC(=O)C2=CC=CC=C21
Chemical formulaC9H8O
Molar mass132.162 g·mol−1
AppearanceColorless solid
Melting point38–42 °C (100–108 °F; 311–315 K)
Boiling point243–245 °C (469–473 °F; 516–518 K)
GHS labelling:
Pictograms
Signal wordWarning
Hazard statementsH302
Precautionary statementsP261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references | |

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.

It is prepared by oxidation of indane or indene. It can also be prepared by cyclization of phenylpropionic acid.

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, pyrophendane & rasagiline.

1-Indanol can be produced by hydride reduction of 1-indanone.

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