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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:
977-96-8
Molecular Weight:
454.35
EC Number:
213-556-6
MDL number:
MFCD00011971
UNSPSC Code:
12171500
PubChem Substance ID:
24859413
NACRES:
NA.47

Quality Level

200

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

Related Categories

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
GHS06

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2935
BCCH9380
BCCG3271
BCCB4877
BCBZ6576

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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
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
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