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364827

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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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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