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149063

Sigma-Aldrich

1,3-Bis[4-(dimethylamino)phenyl]-2,4-dihydroxycyclobutenediylium dihydroxide, bis(inner salt)

Dye content 90 %

Synonym(s):

Squarylium dye III

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About This Item

Empirical Formula (Hill Notation):
C20H20N2O2
CAS Number:
43134-09-4
Molecular Weight:
320.39
MDL number:
MFCD00142504
UNSPSC Code:
12352103
PubChem Substance ID:
24848931
NACRES:
NA.23

form

solid

composition

Dye content, 90%

mp

>300 °C (lit.)

λmax

625 nm

SMILES string

CN(C)c1ccc(cc1)C2=C([O-])C(=C3/C=CC(\C=C3)=[N+](\C)C)\C2=O

InChI

1S/C20H20N2O2/c1-21(2)15-9-5-13(6-10-15)17-19(23)18(20(17)24)14-7-11-16(12-8-14)22(3)4/h5-12H,1-4H3

InChI key

HERJDZWHZQOZLU-UHFFFAOYSA-N

General description

1,3-Bis[4-(dimethylamino)phenyl]-2,4-dihydroxycyclobutenediylium dihydroxide, bis(inner salt) is an organic dye with an electron withdrawing squaraine as the central group and strong electron donating dimethylaminophenyl groups. It is majorly utilized in the development of organic electronic devices.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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An MNDO and CNDO/S (S+ DES CI) study on the structural and electronic properties of a model squaraine dye and related cyanine
Bigelow RW and Freund H
Chemical Physics, 107(2-3), 159-174 (1986)
Use of squarylium dyes as a sensing molecule in optical sensors for the detection of metal ions
Kim, S. H., Han, S. K., Park, S. H., Lee, S. M., Lee, S. M., Koh, K. N., & Kang, S. W.
Dyes and Pigments, 41(3), 221-226 (1999)
Shingo Saito et al.
Sensors (Basel, Switzerland), 12(5), 5420-5431 (2012-07-11)
Fluorescence sensing of saccharides and glycoproteins using a boronic acid functionalized squarylium cyanine dye ("SQ-BA") is characterized in terms of synthetic, fluorometric, thermodynamic and kinetic parameters. In our previous work, this newly synthesized dye was successfully applied to the separation
Anisotropy in Third-Order Nonlinear Optical Susceptibility of a Squarylium Dye in a Nematic Liquid Crystal
Zhao-Hui, Jin, et al.
Chinese Physics Letters, 23(3), 635-635 (2006)
Photophysical properties of commercial red dyes in polymer films
Burgess IB, et al.
Optical Materials, 30(10), 1478-1483 (2008)
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