1,4-Diamino-2,3-dihydroanthraquinone

1,4-Diamino-2,3-dihydroanthraquinone is an anthraquinone dye used with Disperse Red 9 in colored smoke to introduce a violet color. It is also used in dyes and marine flares.

1,4-Diamino-2,3-dihydroanthraquinone
Names
Preferred IUPAC name
1,4-Diamino-2,3-dihydroanthracene-9,10-dione
Other names
Solvent violet 47
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.244 Edit this at Wikidata
EC Number
  • 201-367-1
UNII
  • InChI=1S/C14H12N2O2/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-4H,5-6,15-16H2 checkY
    Key: SSGALQHXKMAJTL-UHFFFAOYSA-N checkY
  • O=C2c1ccccc1C(=O)C=3C2=C(N)CCC=3N
Properties
C14H12N2O2
Molar mass 240.262 g·mol−1
Appearance Dark greenish to brownish powder
Density 1.4 g/cm3
Melting point 248 to 252 °C (478 to 486 °F; 521 to 525 K)
Boiling point 375.1 °C (707.2 °F; 648.2 K)
Soluble in hot nitrobenzene
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Mutagenic; emits NOx vapors when heated to decomposition.
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H317
P261, P264, P270, P272, P280, P301+P312, P302+P352, P321, P330, P333+P313, P363, P501
Flash point 180.7 °C (357.3 °F; 453.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis

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1,4-Diaminoanthraquinone is reacted with sodium dithionite to produce 1,4-diamino-2,3-dihydroanthraquinone.[1]

References

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  1. ^ Heyer, Thomas; Niclas, Hans-Joachim; Dietzel, Stephan (1989). "NMR-Untersuchungen zur Tautomerie bei Dihydroanthracendionen (NMR studies on tautomerism in dihydroanthracenediones)". Zeitschrift für Chemie (Journal of Chemistry). 29 (4): 139–140. doi:10.1002/zfch.19890290408. Retrieved 11 May 2024.