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173738

Sigma-Aldrich

3,3′-Diethylthiacarbocyanine iodide

Dye content 95 %

Synonym(s):

3-Ethyl-2-(3-[3-ethyl-2(3H)benzothiazolylidene]-1-propenyl)benzothiazolium iodide, DiSC2(3)

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About This Item

Empirical Formula (Hill Notation):
C21H21IN2S2
CAS Number:
Molecular Weight:
492.44
Beilstein:
4117818
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

form

solid

composition

Dye content, 95%

mp

268-270 °C (dec.) (lit.)

λmax

560 nm

SMILES string

[I-].CCN1\C(Sc2ccccc12)=C\C=C\c3sc4ccccc4[n+]3CC

InChI

1S/C21H21N2S2.HI/c1-3-22-16-10-5-7-12-18(16)24-20(22)14-9-15-21-23(4-2)17-11-6-8-13-19(17)25-21;/h5-15H,3-4H2,1-2H3;1H/q+1;/p-1

InChI key

VZBILKJHDPEENF-UHFFFAOYSA-M

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General description

3,3′-Diethylthiacarbocyanine iodide (DTCI) is a cyanine dye, which acts as a donor in the electrochemical system. It can be used in the development of electrochemical cells.

Application

DTCI may be incorporated as a layer on gold nanorods, which can be used in surface enhanced resonance Raman spectroscopy (SERRS). It may be coated on a fused silica wafer, which can potentially be used in the development of solid state dye doped polymeric laser.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Reconfigurable solid-state dye-doped polymer ring resonator lasers.
Chandrahalim H and Fan X
Scientific reports, 5(13), 18310-18310 (2015)
Phosphorescent sensitized fluorescent solid-state near-infrared light-emitting electrochemical cells.
Ho C, et al.
Physical Chemistry Chemical Physics, 13(39), 17729-17736 (2011)
Isil Dilek et al.
Journal of the American Chemical Society, 127(10), 3339-3345 (2005-03-10)
Optical spectroscopy and molecular dynamics simulations have been used to study the interaction between a cationic cyanine dye and peptide nucleic acid (PNA)-DNA duplexes. This recognition event is important because it leads to a visible color change, signaling successful hybridization
The effect of anionic, cationic and neutral surfactants on the photophysics and isomerization of 3, 3'-diethylthiacarbocyanine
Vinogradov, A. M., Tatikolov, A. S., & Costa, S. M.
Physical Chemistry Chemical Physics, 3(19), 4325-4332 (2001)
J M Leenhouts et al.
Biochimica et biophysica acta, 1153(2), 257-261 (1993-12-12)
In this study the effect of a transmembrane electrical potential on the phospholipid headgroup conformation was investigated using the 2H-NMR technique. Large unilamellar vesicles were prepared of dioleoylphosphatidylcholine, specifically 2H-labeled at the alpha- or beta-position of the choline group. No

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