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Merck
CN

149063

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:
Molecular Weight:
320.39
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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form

solid

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

SMILES string

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

InChI key

HERJDZWHZQOZLU-UHFFFAOYSA-N

composition

Dye content, 90%

mp

>300 °C (lit.)

λmax

625 nm

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
A long-wavelength fluorescent squarylium cyanine dye possessing boronic acid for sensing monosaccharides and glycoproteins with high enhancement in aqueous solution
Saito, Shingo, et al.
Sensors, 12(5), 5420-5431 (2012)
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)

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