1-Indanone

1-Indanone
Names
Preferred IUPAC name
2,3-Dihydro-1H-inden-1-one
Other names
α-Hydroindone
Identifiers
3D model (JSmol)
507957
ChEBI
ChemSpider
ECHA InfoCard 100.001.337 Edit this at Wikidata
EC Number
  • 201-470-1
142414
KEGG
UNII
  • InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2
    Key: QNXSIUBBGPHDDE-UHFFFAOYSA-N
  • C1CC(=O)C2=CC=CC=C21
Properties
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:
GHS07: Exclamation mark
Warning
H302
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).

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

  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)
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