9-(4-bromobutyl)-9H-carbazole

Base Information

• Chemical Name: 9-(4-bromobutyl)-9H-carbazole
• CAS No.: 10420-20-9
• Molecular Formula: C16H16BrN
• Molecular Weight: 302.214
• European Community (EC) Number: 833-796-0
• ChEMBL ID: CHEMBL1077315
• DSSTox Substance ID: DTXSID00552271
• Nikkaji Number: J995.499F
• Wikidata: Q82432407
• Mol file: 10420-20-9.mol

Synonyms:9-(4-bromobutyl)-9H-carbazole;10420-20-9;9H-Carbazole, 9-(4-bromobutyl)-;9-(4-bromobutyl)carbazole;N-(4-bromobutyl) carbazole;SCHEMBL351619;CHEMBL1077315;DTXSID00552271;IXCQFUSWIBGIQG-UHFFFAOYSA-N;MFCD11546053;AS-78378;B5547;F18793

Chemical Property of 9-(4-bromobutyl)-9H-carbazole

Chemical Property:

• Melting Point: 109 °C
• PSA: 4.93000
• LogP: 4.96960
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 301.04661
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

98% ^*data from raw suppliers

9-(4-Bromobutyl)-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2CCCCBr
• Uses: 9-(4-Bromobutyl)-9H-carbazole is a useful intermediate used in the preparation of arbazole imidazolium salts with antitumor activity.

Technology Process of 9-(4-bromobutyl)-9H-carbazole

There total 7 articles about 9-(4-bromobutyl)-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: 92.0%

1,4-dibromo-butane (110-52-1) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9-(4-bromobutyl)-9H-carbazole (10420-20-9)

Guidance literature:

9H-carbazole; With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 0.333333h;

1,4-dibromo-butane; In dimethyl sulfoxide; at 35 ℃; for 1.33333h; Solvent; Sonication;

DOI:10.1002/jhet.1652

Reference yield: 79.0%

N-(4-bromobutyl)tetrahydrocarbazole → 9-(4-bromobutyl)-9H-carbazole (10420-20-9)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 100 ℃; for 11h;

DOI:10.1039/c4ob00635f

Reference yield:

1,2,3,4-tetrahydrocarbazole (942-01-8) → 9-(4-bromobutyl)-9H-carbazole (10420-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 20 °C

2: iodine / dimethyl sulfoxide / 11 h / 100 °C

With iodine; potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1039/c4ob00635f

upstream raw materials:

1,4-dibromo-butane

9H-carbazole

1,2,3,4-tetrahydrocarbazole

cyclohexanone

Downstream raw materials:

ethyl 4-[4-(9H-carbazol-9-yl)butoxy]benzoate

C₂₉H₃₃N₃

4-[p-[N-(4-(9-carbazole))butyl-N-phenyl]aniline]-6-phenyl-2,2'-bipyridine

6-[4-(9H-carbazol-9-yl)butoxy]-2-fluoro-3-(pyridin-2-yl)-benzonitrile