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336408

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:
Molecular Weight:
366.24
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

composition

Dye content, 98%

Quality Level

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

336408-5G:
336408-1G:4548173988054
336408-BULK:
336408-VAR:


Certificates of Analysis (COA)

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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)
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)
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)

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