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323764

Sigma-Aldrich

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:
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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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. 

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    Ask a Scientist here.

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
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)
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,"
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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