2-[5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,4H,8bH-cyclopenta[b]indol-7-yl}methylidene)-2-(3-ethyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)-4-oxo-1,3-thiazolidin-3-yl]acetic acid

• ChemBase ID: 144196
• Molecular Formular: C42H35N3O4S3
• Molecular Mass: 741.94
• Monoisotopic Mass: 741.17896962
• SMILES: CCN1C(=O)/C(=c\2/n(c(=O)/c(=C\c3ccc4c(c3)C3CCCC3N4c3ccc(cc3)/C=C(/c3ccccc3)\c3ccccc3)/s2)CC(=O)O)/SC1=S
• Canonical SMILES: CCN1C(=S)S/C(=c\2/s/c(=C/c3ccc4c(c3)C3CCCC3N4c3ccc(cc3)/C=C(/c3ccccc3)\c3ccccc3)/c(=O)n2CC(=O)O)/C1=O
• InChI: InChI=1S/C42H35N3O4S3/c1-2-43-40(49)38(52-42(43)50)41-44(25-37(46)47)39(48)36(51-41)24-27-18-21-35-33(23-27)31-14-9-15-34(31)45(35)30-19-16-26(17-20-30)22-32(28-10-5-3-6-11-28)29-12-7-4-8-13-29/h3-8,10-13,16-24,31,34H,2,9,14-15,25H2,1H3,(H,46,47)
• InChIKey: OZFUEQNYOBIXTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,4H,8bH-cyclopenta[b]indol-7-yl}methylidene)-2-(3-ethyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)-4-oxo-1,3-thiazolidin-3-yl]acetic acid
• IUPAC Traditional name: [5-({4-[4-(2,2-diphenylethenyl)phenyl]-1H,2H,3H,3aH,8bH-cyclopenta[b]indol-7-yl}methylidene)-2-(3-ethyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)-4-oxo-1,3-thiazolidin-3-yl]acetic acid
• Synonyms: 5-[[4-[4-(2,2-Diphenylethenyl)phenyl]-1,2,3-3a,4,8b-hexahydrocyclopent[b]indol-7-yl]methylene]-2-(3-ethyl-4-oxo-2-thioxo-5-thiazolidinylidene)-4-oxo-3-thiazolidineacetic acid; Indoline dye D149; Purple Dye; D149 Dye

Database IDs

• CAS Number: 786643-20-7
• PubChem SID: 162238413
• PubChem CID: 58454768

CALCULATED PROPERTIES

• Acid pKa: 3.5655348
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 7.364708
• LogD (pH = 7.4): 5.939741
• Log P: 9.295117
• Molar Refractivity: 235.7876 cm^3
• Polarizability: 82.46836 Å^3
• Polar Surface Area: 81.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 284-289 °C
• Absorption Wavelength: λmax 531 nm

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98% (HPLC)
• Empirical Formula (Hill Notation): C42H35N3O4S3

DETAILS

Sigma Aldrich - 736015

Application
Open-circuit Voltage - Voc(mV) - 708.6Jsc(mA/cm2) = 14.05Fill factor - ff - 0.67Efficiency - η - 6.67Cell area: 0.25 cm2 (0.5 cm × 0.5 cm)TiO2 Thickness: 5 μmFTO glass: AGC Fabritec A11DU80TiO2: screen printing (Catalysts & Chemicals IND. Co., Ltd. PST-18NR/400C (4/1 mixture paste)Electrolyte; 0.1 M LiI; 0.05 M I2; 0.6 M Dimethylpropylimidazolium Iodide; 0.05 M t-Butylpyridine in 3-MethoxypropionitrileLight source: AM1.5 1sunCounter Electrode: Pt/Cr spatter glassDye adsorption: 30 °C/ in 3 hr. (t-BuOH/acetonitrile soln.)
Photosensitive Red-Violet dye having excellent photoelectric conversion efficiency as a metal-free dye.
Packaging
100 mg in glass bottle
Legal Information
Product of Mitsubishi Paper Mills, Ltd.