2-cyano-3-[5-(5-{5-[5-(9-ethyl-9H-carbazol-3-yl)-3-hexylthiophen-2-yl]-3-hexylthiophen-2-yl}-3-hexylthiophen-2-yl)-3-hexylthiophen-2-yl]prop-2-enoic acid

• ChemBase ID: 143096
• Molecular Formular: C58H70N2O2S4
• Molecular Mass: 955.4486
• Monoisotopic Mass: 954.43201349
• SMILES: CCCCCCc1cc(sc1/C=C(/C#N)\C(=O)O)c1c(cc(s1)c1c(cc(s1)c1c(cc(s1)c1ccc2c(c1)c1ccccc1n2CC)CCCCCC)CCCCCC)CCCCCC
• Canonical SMILES: CCCCCCc1cc(sc1c1sc(c(c1)CCCCCC)c1sc(c(c1)CCCCCC)/C=C(\C(=O)O)/C#N)c1sc(cc1CCCCCC)c1ccc2c(c1)c1ccccc1n2CC
• InChI: InChI=1S/C58H70N2O2S4/c1-6-11-15-19-25-40-34-52(63-50(40)38-45(39-59)58(61)62)55-43(27-21-17-13-8-3)36-54(65-55)57-44(28-22-18-14-9-4)37-53(66-57)56-42(26-20-16-12-7-2)35-51(64-56)41-31-32-49-47(33-41)46-29-23-24-30-48(46)60(49)10-5/h23-24,29-38H,6-22,25-28H2,1-5H3,(H,61,62)
• InChIKey: FOELOZKDLHJOHT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyano-3-[5-(5-{5-[5-(9-ethyl-9H-carbazol-3-yl)-3-hexylthiophen-2-yl]-3-hexylthiophen-2-yl}-3-hexylthiophen-2-yl)-3-hexylthiophen-2-yl]prop-2-enoic acid
• IUPAC Traditional name: 2-cyano-3-[5-(5-{5-[5-(9-ethylcarbazol-3-yl)-3-hexylthiophen-2-yl]-3-hexylthiophen-2-yl}-3-hexylthiophen-2-yl)-3-hexylthiophen-2-yl]prop-2-enoic acid
• Synonyms: 2-Cyano-3-[5′′′-(9-ethyl-9H-carbazol-3-yl)-3′,3′′,3′′′,4-tetra-n-hexyl-[2,2′,5′,2′′,5′′,2′′′]-quater thiophen-5-yl] acrylic acid; metal free solar cell dye; MK-2 Dye

Database IDs

• CAS Number: 1037440-21-3
• MDL Number: MFCD17677356
• PubChem SID: 162237319
• PubChem CID: 71310872

CALCULATED PROPERTIES

• Acid pKa: 3.1299975
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 18.068415
• LogD (pH = 7.4): 16.954212
• Log P: 20.411179
• Molar Refractivity: 284.5986 cm^3
• Polarizability: 116.765434 Å^3
• Polar Surface Area: 66.02 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 181-185 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C58H70N2O2S4

DETAILS

Sigma Aldrich - 728705

General description
High performance metal-free organic dye for use in Dye Sensistized Solar Cells (DSSCs).1,2
Packaging
100 mg in glass bottle
Protocols & Applications
Organic Dyes for Efficent and Stable Dye-Sensitized Solar Cells