Aluminon

Aluminon
Skeletal formula of aluminon
Space-filling models of the ions in aluminon
Names
Other names
ammonium aurin-tricarboxylate; 5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxo-2,5-cyclohexadien-ylidene)methyl]-2-hydroxybenzoic acid triammonium salt
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.473 Edit this at Wikidata
EC Number
  • 209-319-1
UNII
  • InChI=1S/C22H14O9.3H3N/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31;;;/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31);3*1H3 checkY
    Key: AIPNSHNRCQOTRI-UHFFFAOYSA-N checkY
  • InChI=1/C22H14O9.3H3N/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31;;;/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31);3*1H3
    Key: AIPNSHNRCQOTRI-UHFFFAOYAI
  • O=C([O-])\C1=C\C(\C=C/C1=O)=C(\c2ccc(O)c(C([O-])=O)c2)c3ccc(O)c(C([O-])=O)c3.[NH4+].[NH4+].[NH4+]
Properties
C22H23N3O9
Molar mass 473.43 g/mol
Appearance yellow-brown crystals, red in aqueous solution
Solubility in other solvents freely soluble in H2O
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Aluminon, the triammonium salt of aurintricarboxylic acid, is a dye often used to detect the presence of the aluminium ion in an aqueous solution. Aluminon forms a red complex salt in combination with Al3+.[1]

Deep purple pigment in a neutral aqueous solution. Made from aluminon and ferric (Fe3+) ions.

In addition to its use in qualitative inorganic analysis, aluminon has applications in pigment production. It forms brilliantly colored lake pigments with many metals. The pigments are red in combination with Be2+ and Ga3+. The pigment is deep purple or reddish-brown in combination with Fe3+. Color of a particular pigment in acidic solutions may change: aluminon and Sc3+ form red pigments if the solution is acidic, but otherwise the solutions are colorless.[1]

Aluminon is prepared by reacting sodium nitrite with salicylic acid, adding formaldehyde, then treating with ammonia.[2]

See also

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References

[edit]
  1. ^ a b Clark, RA; Krueger, GL (1985). "Aluminon: its limited application as a reagent for the detection of aluminum species". Journal of Histochemistry & Cytochemistry. 33 (7): 729–732. doi:10.1177/33.7.3891845. ISSN 0022-1554. PMID 3891845.
  2. ^ Merck Index, 13th Ed.
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