1,2-Indandione

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1,2-Indandione is an organic compound with the molecular formula C6H4(CO)2CH2. A yellow solid, it is classified as a vicinal diketone on an indane framework.[1]

1,2-Indandione
Names
Other names
  • Indan-1,2-dione
  • 1H-Indene-1,2(3H)-dione
  • 3H-Indene-1,2-dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.153.649 Edit this at Wikidata
EC Number
  • 625-123-2
UNII
  • InChI=1S/C9H6O2/c10-8-5-6-3-1-2-4-7(6)9(8)11/h1-4H,5H2
    Key: WFFZGYRTVIPBFN-UHFFFAOYSA-N
  • C1C2=CC=CC=C2C(=O)C1=O
Properties
C9H6O2
Molar mass 146.145 g·mol−1
Melting point 117–124 °C (243–255 °F; 390–397 K)
Boiling point 273.8 °C (524.8 °F; 547.0 K)
log P 0.32
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302, H315, H317, H318, H335
P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P333+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,2-Indandione is used in the first stage of forensic identification of latent fingerprints. It is particularly useful for paper, and for items printed with thermal inks such as receipts. Amino acids left behind by the human hand may be developed into fingerprints by the use of it; the results, photographed with a special filter under a strong yellow-green fluorescent or green laser. It is usually the first method employed in a sequential analysis aimed at the production of evidence of a grade suitable for use in the courtroom. [2]

1,2-Indanedione is prepared by oxidation of 1-indanone with selenium dioxide.[1]

See also

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References

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  1. ^ a b Joullié, Madeleine M.; Currano, Judith; Hauze, Diane (2009). "1,2-Indanedione". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn00998. ISBN 978-0471936237.
  2. ^ Sequential Processing 2010 : 01 : History of Indanedione. Sequential Processing of Documents For Fingerprints. NFSTC. Retrieved August 2, 2013.