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Sigma-Aldrich

Nile Blue A perchlorate

Dye content 95 %

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About This Item

Empirical Formula (Hill Notation):
C20H20ClN3O5
CAS Number:
53340-16-2
Molecular Weight:
417.84
EC Number:
258-489-3
MDL number:
MFCD00041991
UNSPSC Code:
12352103
PubChem Substance ID:
24863056
NACRES:
NA.23

form

powder

composition

Dye content, 95%

mp

290-292 °C (dec.) (lit.)

λmax

628 nm

SMILES string

[O-]Cl(=O)(=O)=O.CC\[N+](CC)=C1/C=CC2=Nc3c(OC2=C1)cc(N)c4ccccc34

InChI

1S/C20H19N3O.ClHO4/c1-3-23(4-2)13-9-10-17-18(11-13)24-19-12-16(21)14-7-5-6-8-15(14)20(19)22-17;2-1(3,4)5/h5-12,21H,3-4H2,1-2H3;(H,2,3,4,5)

InChI key

OUAWJLNOTQAOHL-UHFFFAOYSA-N

Related Categories

General description

Nile Blue A perchlorate (NBA) is a cationic oxazine dye that has properties of both the electron donor and acceptor. It contains two amine groups that form a push-pull conjugating module. Its sensitivity to the environment allows it to have the solvatochromic characteristic.

Application

NBA can be used in the confocal microscopy of imidazolium functionalized clay. It can also be used in the labeling of silver nanoparticles for surface enhanced raman scattering (SERS). Silica gel doped with NBA can be potentially used as a solid state dye for laser based materials.

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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Synthesis and spectroscopic characterization of Nile Blue doped silica gel rods.
Haque FZ, et al.
Optik, 124(20), 4287-4291 (2013)
Characterizing the spatial dependence of redox chemistry on plasmonic nanoparticle electrodes using correlated super-resolution surface-enhanced Raman scattering imaging and electron microscopy.
Weber ML, et al.
The Journal of Physical Chemistry C, 119(32), 18591-18601 (2015)
The photophysical properties of Nile red and Nile blue in ordered anisotropic media.
Tajalli H, et al.
Dyes and Pigments, 78(1), 15-24 (2008)
Synthesis of imidazolium salts and their application in epoxy montmorillonite nanocomposites.
Langat J, et al.
Polymer, 47(19), 6698-6709 (2006)
Catrina G Pheeney et al.
Langmuir : the ACS journal of surfaces and colloids, 28(17), 7063-7070 (2012-04-20)
Methylene blue (MB'), covalently attached to DNA through a flexible C(12) alkyl linker, provides a sensitive redox reporter in DNA electrochemistry measurements. Tethered, intercalated MB' is reduced through DNA-mediated charge transport; the incorporation of a single base mismatch at position
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