D-149 Dye

Base Information

• Chemical Name: D-149 Dye
• CAS No.: 786643-20-7
• Molecular Formula: C₄₂H₃₅N₃O₄S₃
• Molecular Weight: 741.956
• Mol file: 786643-20-7.mol

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;D 149;

Chemical Property of D-149 Dye

Chemical Property:

• Melting Point: 284-289°C
• Boiling Point: 857.1±75.0 °C(Predicted)
• PKA: 3.48±0.10(Predicted)
• PSA: 168.48000
• Density: 1.47
• LogP: 7.19120

Purity/Quality:

97% ^*data from raw suppliers

D149 Dye ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D149 dye can be used as an organic dye to enhance the absorption of dye sensitized solar cells (DSSCs).

Technology Process of D-149 Dye

There total 6 articles about D-149 Dye which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,3-dihydro-1H-cyclopentindole (2047-91-8) → D149 (786643-20-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate; acetic acid / 20 °C

2.1: tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate / 5,5-dimethyl-1,3-cyclohexadiene / 120 °C

3.1: trichlorophosphate / 10 °C

3.2: 20 °C

4.1: ammonium acetate; acetic acid / 120 °C

With sodium tetrahydroborate; tri-tert-butyl phosphine; potassium tert-butylate; ammonium acetate; palladium diacetate; acetic acid; trichlorophosphate; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1016/j.dyepig.2011.02.009

Reference yield:

1,2,3,3a,4,8b-hexahydrocyclopent[b]indole (80278-94-0) → D149 (786643-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate / 5,5-dimethyl-1,3-cyclohexadiene / 120 °C

2.1: trichlorophosphate / 10 °C

2.2: 20 °C

3.1: ammonium acetate; acetic acid / 120 °C

With tri-tert-butyl phosphine; potassium tert-butylate; ammonium acetate; palladium diacetate; acetic acid; trichlorophosphate; In 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1016/j.dyepig.2011.02.009

Reference yield:

cyclopentanone (120-92-3) → D149 (786643-20-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium acetate; acetic acid / dichloromethane; water / 2 h / Reflux

2.1: sodium tetrahydroborate; acetic acid / 20 °C

3.1: tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate / 5,5-dimethyl-1,3-cyclohexadiene / 120 °C

4.1: trichlorophosphate / 10 °C

4.2: 20 °C

5.1: ammonium acetate; acetic acid / 120 °C

With sodium tetrahydroborate; tri-tert-butyl phosphine; potassium tert-butylate; ammonium acetate; sodium acetate; palladium diacetate; acetic acid; trichlorophosphate; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water;

DOI:10.1016/j.dyepig.2011.02.009

upstream raw materials:

3-ethyl-5-(3-carboxymethyl-4-oxo-thiazolidin-2-ylidene)rhodanine

1,2,3,3a,4,8b-hexahydro-4-[4-(2,2-diphenylethenyl)phenyl]cyclopenta[b]indole-7-carboxaldehyde

1,2,3,3a,4,8b-hexahydro-4-[4-(2,2-diphenylethenyl)phenyl]cyclopent[b]indole

2,3-dihydro-1H-cyclopentindole