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Merck
CN

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
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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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Certificates of Analysis (COA)

Lot/Batch Number

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What can I use to solubilize 1,1´-Diethyl-2,2´-cyanine iodide, Product 323764?

    This product is soluble in 1% DMF:Methanol (1:1), yielding a clear, dark solution.

  5. What are the physical properties of 1,1´-Diethyl-2,2´-cyanine iodide, Product 323764?

    This dye is a solid dark red crystals, irritant and light sensitive.

  6. What is the molecular weight of 1,1´-Diethyl-2,2´-cyanine iodide, Product 323764?

    The molecular weight of the product is 454.36 g/mole.

  7. What is the purity and stability of 1,1´-Diethyl-2,2´-cyanine iodide, Product 323764?

    The purity of this product is at least 97% pure by HPLC; it is reported on the Certificate of Analysis of the specific lot. This dye is stable if protected from light (MSDS)

  8. Where can I find UV-Absorption information for 1,1´-Diethyl-2,2´-cyanine iodide, Product 323764?

    UV- Absorption information is found on the Certificate of Analysis of the each lot.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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.
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
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
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)

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