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Sigma-Aldrich

trans-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide

Dye content 98 %

Synonym(s):

(E )-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide, Pyridinium, 4-[2-[4-(dimethylamino)phenyl]ethenyl]-1-methyl-, iodide,

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About This Item

Empirical Formula (Hill Notation):
C16H19IN2
CAS Number:
68971-03-9
Molecular Weight:
366.24
MDL number:
MFCD00031907
UNSPSC Code:
12352103
PubChem Substance ID:
57648873
NACRES:
NA.23

composition

Dye content, 98%

mp

254-256 °C (lit.)

λmax

475 nm

SMILES string

[I-].[H]\C(=C(\[H])c1cc[n+](C)cc1)c2ccc(cc2)N(C)C

InChI

1S/C16H19N2.HI/c1-17(2)16-8-6-14(7-9-16)4-5-15-10-12-18(3)13-11-15;/h4-13H,1-3H3;1H/q+1;/p-1

InChI key

UJNFDSOJKNOBIA-UHFFFAOYSA-M

Related Categories

General description

trans-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide (DASP) is a hemicyanine dye that can be used as a fluorescence probe. Its fluorescent property can be tuned by adjusting the pH of the solution. It can be photoexcited for internal twisting that forms intermolecular charge transfer state.
trans-4-[4-(dimethylamino)-styryl]-1-methylpyridinium iodide (DASPI) is a hemicyanine dye.

Application

DASP can be used to characterize the fluorescence of zeolite crystals which can further be used in the development of photofunctional materials.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Excited-state photophysics and dynamics of a hemicyanine dye in AOT reverse micelles
Kim J and Lee M
The Journal of Physical Chemistry A, 103(18), 3378-3382 (1999)
Groove binding of a styrylcyanine dye to the DNA double helix: the salt effect
Kumar CV, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 74(2-3), 231-238 (1993)
Large fluorescence enhancement of a hemicyanine by supramolecular interaction with cucurbit [6] uril and its application as resettable logic gates
Li Z, et al.
Dyes and Pigments, 93(1-3), 1401-1407 (2012)
Excited-State Photophysics and Dynamics of a Hemicyanine Dye in AOT Reverse Micelles
Kim J and Lee M
The Journal of Physical Chemistry A, 103 (18), 3378?3382-3378?3382 null
Effects of external pressure and solvent polarity on inclusion complexations of phenothiazine dyes and trans-4-[4-(dimethylamino) styryl]-1-methylpyridinium with water-soluble p-sulfonatocalix [8] arene in alcohol-water mixtures
Sueishi Y and Asano K
Journal of Inclusion Phenomena and Macrocyclic Chemistry, 63(1-2), 37-42 (2009)
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