1-Indanone

1-Indanone
Names
	Preferred IUPAC name 2,3-Dihydro-1H-inden-1-one
	Other names α-Hydroindone
Identifiers
CAS Number	83-33-0;
3D model (JSmol)	Interactive image;
3DMet	B00309;
Beilstein Reference	507957
ChEBI	CHEBI:17404;
ChemSpider	6479;
ECHA InfoCard	100.001.337
EC Number	201-470-1;
Gmelin Reference	142414
KEGG	C01504;
PubChem CID	6735;
UNII	V7021Y717I;
CompTox Dashboard (EPA)	DTXSID1058892 ;
	InChI InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2 Key: QNXSIUBBGPHDDE-UHFFFAOYSA-N;
	SMILES C1CC(=O)C2=CC=CC=C21;
Properties
Chemical formula	C9H8O
Molar mass	132.162 g·mol−1
Appearance	Colorless solid
Melting point	38–42 °C (100–108 °F; 311–315 K)
Boiling point	243–245 °C (469–473 °F; 516–518 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302
Precautionary statements	P261, 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.

Preparation

It is prepared by oxidation of indane or indene.^[1] It can also be prepared by cyclization of phenylpropionic acid.

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,^[2] and pyrophendane.

References

^ R. A. Pacaud, C. F. H. Allen (1938). "α-Hydroindone". Org. Synth. 18: 47. doi:10.15227/orgsyn.018.0047.
^ I. Jirkovsky, L. G. Humber and R. Noureldin,Eur. J. Med. Chem., 11, 571 (1976)

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[1] R. A. Pacaud, C. F. H. Allen (1938). "α-Hydroindone". Org. Synth. 18: 47. doi:10.15227/orgsyn.018.0047.

[2] I. Jirkovsky, L. G. Humber and R. Noureldin,Eur. J. Med. Chem., 11, 571 (1976)

[1]

[2]

Names

Preferred IUPAC name 2,3-Dihydro-1H-inden-1-one
Other names α-Hydroindone
Identifiers
CAS Number	83-33-0
3D model (JSmol)	Interactive image
3DMet	B00309
Beilstein Reference	507957
ChEBI	CHEBI:17404
ChemSpider	6479
ECHA InfoCard	100.001.337
EC Number	201-470-1
Gmelin Reference	142414
KEGG	C01504
PubChem CID	6735
UNII	V7021Y717I
CompTox Dashboard (EPA)	DTXSID1058892
InChI InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2 Key: QNXSIUBBGPHDDE-UHFFFAOYSA-N
SMILES C1CC(=O)C2=CC=CC=C21
Properties
Chemical formula	C₉H₈O
Molar mass	132.162 g·mol⁻¹
Appearance	Colorless solid
Melting point	38–42 °C (100–108 °F; 311–315 K)
Boiling point	243–245 °C (469–473 °F; 516–518 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302
Precautionary statements	P261, 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