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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBG1223V
04721KE
10111CU
16518MI
03008PG

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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)
Changes in fluorescent emission of cationic fluorophores in the presence of n-alkanes and alcohols in different polarity solvents
Delgado-Camon A, et al.
Chemical Physics Letters, 501(4-6), 547-553 (2011)
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)
Photophysical properties of commercial red dyes in polymer films
Burgess IB, et al.
Optical Materials, 30(10), 1478-1483 (2008)
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