3,6-Diiodo-9H-carbazole

Base Information

• Chemical Name: 3,6-Diiodo-9H-carbazole
• CAS No.: 57103-02-3
• Molecular Formula: C12H7I2N
• Molecular Weight: 419.003
• Hs Code.: 2933990090
• European Community (EC) Number: 808-072-2
• DSSTox Substance ID: DTXSID90389437
• Nikkaji Number: J1.167.549B
• Wikidata: Q77386298
• Metabolomics Workbench ID: 111631

Synonyms:3,6-Diiodo-9H-carbazole;57103-02-3;3,6-diiodocarbazole;9H-Carbazole, 3,6-diiodo-;C12H7I2N;9H-Carbazole, 3,6-diiodo;MFCD00450017;SCHEMBL407120;F0405-2427;DTXSID90389437;PECAOKZHORDWAI-UHFFFAOYSA-N;AKOS000592471;DS-9820;AC-28761;SY037135;CS-0040939;D4548;EU-0069260;EN300-7410731

Chemical Property of 3,6-Diiodo-9H-carbazole

Chemical Property:

• Melting Point: 205.0 to 209.0 °C
• Boiling Point: 498.3±25.0 °C(Predicted)
• PKA: 15.68±0.30(Predicted)
• PSA: 15.79000
• Density: 2.326±0.06 g/cm3(Predicted)
• LogP: 4.53030
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 418.86679
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

98% ^*data from raw suppliers

3,6-Diiodo-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: other cyclic peptide (other cyclic peptide)
• Canonical SMILES: C1=CC2=C(C=C1I)C3=C(N2)C=CC(=C3)I

Technology Process of 3,6-Diiodo-9H-carbazole

There total 6 articles about 3,6-Diiodo-9H-carbazole 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: 70.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3-iodocarbazole (16807-13-9) + 3,6-diiodocarbazole (57103-02-3)

Guidance literature:

9H-carbazole; With sodium periodate; sulfuric acid; iodine; In ethanol; at 65 ℃; for 1h;

With sodium hydroxide; In ethanol;

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3-iodocarbazole (16807-13-9) + 3,6-diiodocarbazole (57103-02-3) + 1,6-diiodocarbazole

Guidance literature:

With sodium periodate; sulfuric acid; potassium iodide; In ethanol; at 65 ℃; for 1.21667h;

DOI:10.1002/jhet.5570380111

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3-iodocarbazole (16807-13-9) + 3,6-diiodocarbazole (57103-02-3) + 1-iodo-9H-carbazole + 1,6-diiodocarbazole

Guidance literature:

With sodium periodate; sulfuric acid; iodine; In ethanol; at 65 ℃; for 1h;

DOI:10.1002/jhet.5570380111

upstream raw materials:

9H-carbazole

acetic acid

3-bromo-9H-carbazole

benzyl chloride

Downstream raw materials:

9-acetyl-3,6-diiodo carbazole

3,6-di((E)-styryl)-9H-carbazole

3,6-bis(2-phenylethynyl)-9H-carbazole

3,6-diphenylcarbazole

Refernces

Organic dyes incorporating a thiophene or furan moiety for efficient dye-sensitized solar cells

10.1016/j.dyepig.2013.12.025

In this research, the main focus was on the development and characterization of four novel carbazole-based organic dyes for use in dye-sensitized solar cells (DSSCs). The dyes, containing either a furan or thiophene moiety, were designed with the aim of improving the photovoltaic performance of DSSCs. The synthesis involved the use of reactants such as 3,6-diiodo-9H-carbazole, various alkyl halides, and boronic acids, and included Suzuki cross-coupling and Knoevenagel condensation reactions to attach the donor, linker, and acceptor groups to the carbazole core. The characterization of these dyes was performed using NMR and mass spectrometry to confirm their structures, UV-Vis absorption spectroscopy to determine their absorption properties, and cyclic voltammetry to evaluate their electrochemical behavior. The photovoltaic performance of the DSSCs sensitized by these dyes was assessed through measurements of short-circuit current density (Jsc), open-circuit voltage (Voc), fill factor (FF), and overall conversion efficiency (η) under standard AM 1.5 solar light conditions, with comparisons made to a ruthenium complex dye N719.

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