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Sigma-Aldrich

Disperse Red 13

Dye content 95 %

Synonym(s):

2-[4-(2-Chloro-4-nitrophenylazo)-N-ethylphenylamino]ethanol

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About This Item

Linear Formula:
ClC6H3(NO2)N=NC6H4N(C2H5)CH2CH2OH
CAS Number:
3180-81-2
Molecular Weight:
348.78
Colour Index Number:
11115
EC Number:
221-668-1
MDL number:
MFCD00007208
UNSPSC Code:
12352103
PubChem Substance ID:
24862458
NACRES:
NA.23

form

powder

composition

Dye content, 95%

mp

122-129 °C (lit.)

λmax

503 nm

SMILES string

CCN(CCO)c1ccc(cc1)\N=N\c2ccc(cc2Cl)[N+]([O-])=O

InChI

1S/C16H17ClN4O3/c1-2-20(9-10-22)13-5-3-12(4-6-13)18-19-16-8-7-14(21(23)24)11-15(16)17/h3-8,11,22H,2,9-10H2,1H3/b19-18+

InChI key

FEJPWLNPOFOBSP-VHEBQXMUSA-N

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General description

Disperse Red 13 (DR13) is an azo dye that can be used as a non-linear optical (NLO) material. It is an azobenzene functionalized molecule with reversible cis-trans photoisomerization, which can be used for optical memory and switching devices.

Application

NLO material

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Langmuir and Langmuir-Blodgett films of a homopolymer of Disperse Red-13
Dhanabalan A, et al.
Thin Solid Films, 323(1-2), 257-264 (1998)
Two-photon induced anisotropy in PMMA film doped with Disperse Red 13
Mendonca CR, et al.
Optics Communications, 273(2), 435-440 (2007)
Miki Ishifuji et al.
Journal of the American Chemical Society, 131(12), 4418-4424 (2009-03-12)
Flexible design of hybrid polymer nanoassemblies consisting of nonlinear optical (NLO) polymer nanosheets and gold nanoparticle alignment was done to elucidate near-field effects of localized surface plasmon (LSP) coupling, which was generated from coupled gold nanoparticles, on enhanced second harmonic
Li, Najun;
Polymer, 50, 428-433 (2009)
G A R Oliveira et al.
Mutation research, 703(2), 200-208 (2010-09-21)
The treatment of textile effluents by the conventional method based on activated sludge followed by a chlorination step is not usually an effective method to remove azo dyes, and can generate products more mutagenic than the untreated dyes. The present

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