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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)
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
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
William P Bricker et al.
The Journal of chemical physics, 149(2), 024905-024905 (2018-07-17)
Aggregated cyanines form ordered supramolecular structures with the potential to transport energy efficiently over long distances, a hallmark of photosynthetic light-harvesting complexes. In concentrated aqueous solution, pseudoisocyanine (PIC) spontaneously forms fibers with a chiral J-band red-shifted 1600 cm-1 from the
R Monteiro et al.
Naunyn-Schmiedeberg's archives of pharmacology, 372(2), 147-152 (2005-09-30)
The entry of most xeno/endobiotics into the organism is limited by their intestinal absorption. The interference of certain foods with the therapeutic efficacy of drugs or with chemical toxicity is becoming evident and growing attention is being given to these
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