Indanol

Chemical compound From Wikipedia, the free encyclopedia

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).

Quick facts Identifiers, Properties ...
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).
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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

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