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Indanol

Indanol
Identifiers
3D model (JSmol)
1:2042960,
ChEBI
ChEMBL
ChemSpider
EC Number
  • 1: 228-755-3
  • 2: 224-230-8
  • 4: 216-691-9
  • 5: 216-006-3
KEGG
UNII
  • 1: InChI=1S/C9H10O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4,9-10H,5-6H2
    Key: YIAPLDFPUUJILH-UHFFFAOYSA-N
  • 2: InChI=1S/C9H10O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4,9-10H,5-6H2
    Key: KMGCKSAIIHOKCX-UHFFFAOYSA-N
  • 4: InChI=1S/C9H10O/c10-9-6-2-4-7-3-1-5-8(7)9/h2,4,6,10H,1,3,5H2
    Key: DPHNJPUOMLRELT-UHFFFAOYSA-N
  • 5: InChI=1S/C9H10O/c10-9-5-4-7-2-1-3-8(7)6-9/h4-6,10H,1-3H2
    Key: PEHSSTUGJUBZBI-UHFFFAOYSA-N
  • 1: OC1CCc2ccccc21
  • 2: OC1Cc2ccccc2C1
  • 4: Oc1cccc2c1CCC2
  • 5: Oc1ccc2c(c1)CCC2
Properties
C9H10O
Molar mass 134.178 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Indanols are a class of organic compounds, some of which are useful in medicine or industry. They are hydroxy derivatives of the parent compound called indane (also known as indan).

Isomers

  • 1-indanol (racemic), m.p. 54.8; R enantiomer, m.p. 67-68°C
    1-indanol (racemic), m.p. 54.8; R enantiomer, m.p. 67-68°C
  • 2-indanol, m.p. 68-69 °C
    2-indanol, m.p. 68-69 °C
  • 4-indanol, m.p. 42 °C
    4-indanol, m.p. 42 °C
  • 5-indanol, m.p. 58 °C
    5-indanol, m.p. 58 °C

Five isomers are possible, two of which are phenols (4- and 5-indanols). Three isomers feature hydroxyl group on the five-membered ring, including an enantiomeric pair of 1-indanol. 1-Indanol can be produced by reduction of 1-indanone.[1] 5-indanol can be prepared by sulfonation of indane, following by base cleavage of the indane-5-sulfonate.[2]

References

  1. ^ "(S)-Tetrahydro-1-Methyl-3,3-Diphenyl-1H,3H-Pyrrolo-[1,2-c][1,3,2]Oxazaborole-Borane Complex". Organic Syntheses. 74: 50. 1997. doi:10.15227/orgsyn.074.0050.
  2. ^ Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef; Garbe, Dorothea; Paulus, Wilfried (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a19_313. ISBN 978-3-527-30385-4.

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