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D11582

1,2-Diaminoanthraquinone

Synonym(s):

1,2-Diamino-9,10-anthraquinone

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About This Item

Empirical Formula (Hill Notation):
C14H10N2O2
CAS Number:
1758-68-5
Molecular Weight:
238.24
NACRES:
NA.22
PubChem Substance ID:
24893368
UNSPSC Code:
12352100
EC Number:
217-156-2
MDL number:
MFCD00001219
Form:
powder
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form

powder

Quality Segment

100

mp

289-291 °C (lit.)

functional group

ketone

SMILES string

Nc1ccc2C(=O)c3ccccc3C(=O)c2c1N

InChI

1S/C14H10N2O2/c15-10-6-5-9-11(12(10)16)14(18)8-4-2-1-3-7(8)13(9)17/h1-6H,15-16H2

InChI key

LRMDXTVKVHKWEK-UHFFFAOYSA-N

Application

1,2-Diaminoanthraquinone (DAQ) can be used as a building block to prepare:
  • Imidazoanthraquinone derivatives via palladium-catalyzed Suzuki–Miyaura and Sonogashira coupling reactions.
  • Anthra[1,2-d]imidazole-6,11-diones by reacting with various aldehydes in the presence of phosphotungstic acid/PEG-400 catalyst.
  • DAQ-containing polymer materials are applicable as solid-state colorimetric sensors for nitrite anion and nitric oxide.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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