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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:
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

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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)
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
Epoxy-based polymers functionalized with bisazo chromophores: Synthesis, characterization and photoresponsive behavior.
Wang X, et al.
Polymer, 52(15), 3344-3356 (2011)
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