1,2-Indandione

1,2-Indandione
Names
	Other names Indan-1,2-dione; 1H-Indene-1,2(3H)-dione; 3H-Indene-1,2-dione;
Identifiers
CAS Number	16214-27-0;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL235288;
ChemSpider	109958;
ECHA InfoCard	100.153.649
EC Number	625-123-2;
PubChem CID	123358;
UNII	7LZB7QNE77 ;
CompTox Dashboard (EPA)	DTXSID50167314 ;
	InChI InChI=1S/C9H6O2/c10-8-5-6-3-1-2-4-7(6)9(8)11/h1-4H,5H2 Key: WFFZGYRTVIPBFN-UHFFFAOYSA-N;
	SMILES C1C2=CC=CC=C2C(=O)C1=O;
Properties
Chemical formula	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:
Pictograms
Signal word	Danger
Hazard statements	H302, H315, H317, H318, H335
Precautionary statements	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). Infobox references

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 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]

References

^ ^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.
^ Sequential Processing 2010 : 01 : History of Indanedione. Sequential Processing of Documents For Fingerprints. NFSTC. Retrieved August 2, 2013.

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[eros-1] 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.

[1]

[2]

Names

Other names Indan-1,2-dione 1H-Indene-1,2(3H)-dione 3H-Indene-1,2-dione
Identifiers
CAS Number	16214-27-0
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL235288
ChemSpider	109958
ECHA InfoCard	100.153.649
EC Number	625-123-2
PubChem CID	123358
UNII	7LZB7QNE77^Y
CompTox Dashboard (EPA)	DTXSID50167314
InChI InChI=1S/C9H6O2/c10-8-5-6-3-1-2-4-7(6)9(8)11/h1-4H,5H2 Key: WFFZGYRTVIPBFN-UHFFFAOYSA-N
SMILES C1C2=CC=CC=C2C(=O)C1=O
Properties
Chemical formula	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:
Pictograms
Signal word	Danger
Hazard statements	H302, H315, H317, H318, H335
Precautionary statements	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). Infobox references

1,2-Indandione

See also

References