Indane-1,2,3-trione
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IUPAC name Indane-1,2,3-trione | |
Other names Indanetrione | |
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Properties | |
Chemical formula | C9H4O3 |
Molar mass | 160.128 g·mol−1 |
Appearance | white powder |
Density | 1.482 g/cm3 |
Boiling point | 338.4 °C (641.1 °F; 611.5 K) |
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Hazard statements | H302, H315, H319, H335 |
Precautionary statements | 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). Infobox references |
Indane-1,2,3-trione is the organic compound with the formula C6H4(CO)3. The compound is the dehydrated derivative of C6H4(CO)2C(OH)2, known as ninhydrin, which is used to reveal fingerprints.
Indane-1,2,3-trione, which reacts readily with nucleophiles (including water). Whereas for most carbonyl compounds, a carbonyl form is more stable than a product of water addition (hydrate), ninhydrin forms a stable hydrate of the central carbon because of the destabilizing effect of the adjacent carbonyl groups.
To generate the ninhydrin chromophore (2-(1,3-dioxoindan-2-yl)iminoindane-1,3-dione), the amine must condense to give a Schiff base. The reaction of ninhydrin with secondary amines gives an iminium salt, which is also coloured, generally being yellow–orange.
References
- ^ "Indan-1,2,3-trione". pubchem.ncbi.nlm.nih.gov. Retrieved 4 February 2022.