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1,1′-Diethyl-2,2′-cyanine iodide

97%

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Synonym(s):
1-Ethyl-2-[(1-ethyl-2(1H)-quinolinylidene)methyl]quinolinium iodide, Decynium 22, Pseudocyanine iodide, Pseudoisocyanine iodide
Empirical Formula (Hill Notation):
C23H23IN2
CAS Number:
Molecular Weight:
454.35
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

97%

form

powder or crystals

mp

273 °C (dec.) (lit.)

λmax

524 nm

ε (extinction coefficient)

≥25000 at 487-495 nm in ethanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[I-].CCN1\C(C=Cc2ccccc12)=C\c3ccc4ccccc4[n+]3CC

InChI

1S/C23H23N2.HI/c1-3-24-20(15-13-18-9-5-7-11-22(18)24)17-21-16-14-19-10-6-8-12-23(19)25(21)4-2;/h5-17H,3-4H2,1-2H3;1H/q+1;/p-1

InChI key

GMYRVMSXMHEDTL-UHFFFAOYSA-M

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This Item
382426291331166510
form

powder or crystals

form

-

form

powder or crystals

form

powder

mp

273 °C (dec.) (lit.)

mp

242-244 °C (lit.)

mp

280 °C (dec.) (lit.)

mp

295 °C (dec.) (lit.)

λmax

524 nm

λmax

-

λmax

-

λmax

614 nm

ε (extinction coefficient)

≥25000 at 487-495 nm in ethanol

ε (extinction coefficient)

-

ε (extinction coefficient)

≥75000 at 588-596 nm in ethanol at 0.003 g/L

ε (extinction coefficient)

≥180000 at 602-608 nm in ethanol, ≥80000 at 560-566 nm in ethanol

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

-

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

General description

1,1′-Diethyl-2,2′-cyanine iodide is a quinocyanine dye. This photographic sensitizing dye is mainly used in silver halide photography. 1,1′-Diethyl-2,2′-cyanine iodide dye aggregation in dilute aqueous solution displays red and blue shifted absorption bands.

Application

1,1′-Diethyl-2,2′-cyanine iodide has been used as an absorber in a method to correct the fluorescence excitation-emission matrix (EEM).

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Acute Tox. 4 Dermal - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The structure of 1, 1'-diethyl-2, 2'-cyanine iodide, a photographic sensitizing dye
Nakatsu K, et al.
Acta Crystallographica Section B, Structural Crystallography and Crystal Chemistry, 33(7), 2181-2188 (1977)
F Martel et al.
Naunyn-Schmiedeberg's archives of pharmacology, 363(1), 40-49 (2001-02-24)
The aim of this work was to characterise the intestinal absorption of organic cations, by testing the possibility of involvement of known members of the amphiphilic solute facilitator (ASF) family in this process. For that purpose, the characteristics of the
Benjamin Dietzek et al.
Physical review letters, 97(25), 258301-258301 (2007-02-07)
We report on adaptive feedback control of photoinduced barrierless isomerization of 1,1'-diethyl-2,2'-cyanine in solution. We compare the effect of different fitness parameters and show that optimal control of the absolute yield of isomerization (photoisomer concentration versus excitation photons) can be
Gary C H Mo et al.
Langmuir : the ACS journal of surfaces and colloids, 25(18), 10719-10729 (2009-08-04)
Controlling the self-assembly of molecules into specific structural motifs has important implications for the design of materials with specific optical properties. We report here the results of a correlated confocal fluorescence-atomic force microscopy (AFM) study of pseudoisocyanine iodide (PIC) self-assembly
Yuichi Hashimoto et al.
Journal of colloid and interface science, 311(1), 289-295 (2007-03-21)
We demonstrate a simple method for fabricating a two-dimensional array of microdomes that consist of cyanine dye complexes. Investigation of the morphology and the fluorescence emission of microdomes was carried out before/after annealing. The principal of microdome formation is "dewetting,"

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