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323764

Sigma-Aldrich

1,1′-Diethyl-2,2′-cyanine iodide

97%

Synonym(s):

1-Ethyl-2-[(1-ethyl-2(1H)-quinolinylidene)methyl]quinolinium iodide, Decynium 22, Pseudocyanine iodide, Pseudoisocyanine iodide

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About This Item

Empirical Formula (Hill Notation):
C23H23IN2
CAS Number:
Molecular Weight:
454.35
EC Number:
MDL number:
UNSPSC Code:
12171500
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

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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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
Ah-Young Jee et al.
Physical chemistry chemical physics : PCCP, 13(33), 15227-15232 (2011-07-20)
The trans-cis isomerization of an excited molecule converts light energy into mechanical motion, which interacts cooperatively with its surroundings. To understand such a photodynamic process in solids, we investigated the internal twisting motion of 1,1'-diethyl-2,2'-cyanine iodide (DCI) in a series
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,"
Mustafa M Demir et al.
The journal of physical chemistry. B, 113(34), 11568-11573 (2009-10-23)
Submicrometer diameter, light emitting fibers of poly(vinyl alcohol) (PVA) doped with pseudoisocyanine (1,1'-diethyl-2,2'-cyanine bromide, PIC) dye were prepared by electrospinning. A horizontal setup was employed with a stationary collector consisting of two parallel-positioned metal strips separated by a void gap.
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

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