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364797

Sigma-Aldrich

Disperse Orange 3

Dye content 90 %

Synonym(s):

4-(4-Nitrophenylazo)aniline

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About This Item

Linear Formula:
O2NC6H4N=NC6H4NH2
CAS Number:
730-40-5
Molecular Weight:
242.23
Colour Index Number:
11005
Beilstein/REAXYS Number:
1842907
EC Number:
211-984-8
MDL number:
MFCD00007856
UNSPSC Code:
12352103
PubChem Substance ID:
57649529
NACRES:
NA.23

composition

Dye content, 90%

mp

~200 °C (dec.) (lit.)

λmax

443 nm

SMILES string

Nc1ccc(cc1)\N=N\c2ccc(cc2)[N+]([O-])=O

InChI

1S/C12H10N4O2/c13-9-1-3-10(4-2-9)14-15-11-5-7-12(8-6-11)16(17)18/h1-8H,13H2/b15-14+

InChI key

UNBOSJFEZZJZLR-CCEZHUSRSA-N

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General description

Disperse Orange 3 (DO3) is a monoazo dye, which contains 90% dye content plus dispersing agents and surfactants. It has two aromatic rings with an amino group on one of the rings and the other is substituted with a nitro group. It shows an absorption peak majoring at 415 nm.

Application

DO3 can be used in low concentration to improve the electro-optic properties of dichroic polymer-dispersed liquid crystals, which can be used as materials for display devices. It can also be used to functionalize epoxy-bisazo based polymers, which can be potentially used in sensors and optoelectronics.

Features and Benefits

Used to provide experimental verification of a two-level model for the enhancement of the nonresonant, nonlinear refractive index, with a decrease in absorption by reduction of a donor group strength.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Biodegradation of a model azo disperse dye by the white rot fungus Pleurotus ostreatus.
Zhao X, et al.
International Biodeterioration & Biodegradation, 57(1), 1-6 (2006)
Analysis of dichroic dye-doped polymer-dispersed liquid crystal materials for display devices.
Kumar P, et al.
Thin Solid Films, 520(1), 457-463 (2011)
The role of molecular conformation and polarizable embedding for one-and two-photon absorption of disperse orange 3 in solution.
Silva DL, et al.
The Journal of Physical Chemistry B, 116(28), 8169-8181 (2012)
Epoxy-based polymers functionalized with bisazo chromophores: Synthesis, characterization and photoresponsive behavior.
Wang X, et al.
Polymer, 52(15), 3344-3356 (2011)
Anthony T-J Goon et al.
Contact dermatitis, 48(5), 248-250 (2003-07-19)
Cross-sensitization between para-phenylenediamine (PPD) and Disperse Orange 3 (DO3), among other textile dyes, has frequently been reported. We evaluated the frequency of simultaneous patch test reactions to PPD and a range of textile dyes. Retrospectively, we studied 128 patients who
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