1,3,6,8-Tetrabromocarbazole

Base Information

• Chemical Name: 1,3,6,8-Tetrabromocarbazole
• CAS No.: 55119-09-0
• Molecular Formula: C12H5Br4N
• Molecular Weight: 482.794
• European Community (EC) Number: 806-962-5
• NSC Number: 88024
• DSSTox Substance ID: DTXSID30293246
• Nikkaji Number: J1.352.749K
• Wikidata: Q82031912
• Mol file: 55119-09-0.mol

Synonyms:1,3,6,8-tetrabromocarbazole;tetrabromocarbazole

Chemical Property of 1,3,6,8-Tetrabromocarbazole

Chemical Property:

• Vapor Pressure: 3.38E-11mmHg at 25°C
• Melting Point: 227.0 to 231.0 °C
• Boiling Point: 540.4°Cat760mmHg
• PKA: 12.94±0.30(Predicted)
• Flash Point: 280.6°C
• PSA: 15.79000
• Density: 2.405g/cm³
• LogP: 6.37110
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Very Slightly, Heated), Methanol (Slightly)
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 482.71145
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

≥99% ^*data from raw suppliers

1,3,6,8-Tetrabromocarbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1C3=C(N2)C(=CC(=C3)Br)Br)Br)Br
• Uses: A 9H-carbazole A 9H-carbazole derivatives as potential immunomodulating agents.

Technology Process of 1,3,6,8-Tetrabromocarbazole

There total 9 articles about 1,3,6,8-Tetrabromocarbazole 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: 91.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 1,3,6,8-tetrabromo-9-methyl-9H-carbazole (55119-09-0)

Guidance literature:

9H-carbazole; In N,N-dimethyl-formamide; for 1h; Inert atmosphere; Cooling with ice; Green chemistry;

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 10h; Inert atmosphere; Green chemistry;

DOI:10.1002/cssc.201700678

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3,6-dibromo-9H-carbazole (6825-20-3) + 1,3,6-tribromo-9H-carbazole (55119-10-3) + 1,3,6,8-tetrabromo-9-methyl-9H-carbazole (55119-09-0)

Guidance literature:

With N-Bromosuccinimide; silica gel; In dichloromethane; at 18 ℃; for 72h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)90362-X

Reference yield:

propargyl p-toluenesulfonate (6165-76-0) + 1,3,6,8-tetrabromo-9-methyl-9H-carbazole (55119-09-0) → 1-(1',3',6',8'-tetrabromocarbazolyl)-2-propyne (55119-09-0)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1) acetone, reflux, 1 h, 2) acetone, 15 min, reflux;

DOI:10.1021/ja00237a022

upstream raw materials:

1,3,6-tribromo-9H-carbazole

9H-carbazole

bromine

acetic acid

Downstream raw materials:

3,4,3′,4′-tetrakis(octyloxy)biphenyl

1,8-dibromo-3,6-bis(4-methoxyphenyl)-9H-carbazole

1,3,6,8-tetra(1H-imidazol-1-yl)-9-methyl-9H-carbazole

4,4'-dioctyloxy-1,1'-biphenyl