9-(6-bromohexyl)-9H-carbazole

Base Information

• Chemical Name: 9-(6-bromohexyl)-9H-carbazole
• CAS No.: 94847-10-6
• Molecular Formula: C18H20BrN
• Molecular Weight: 330.267
• European Community (EC) Number: 834-699-6
• ChEMBL ID: CHEMBL1089736
• DSSTox Substance ID: DTXSID70471526
• Nikkaji Number: J1.331.658I
• Wikidata: Q82300052
• Mol file: 94847-10-6.mol

Synonyms:9-(6-bromohexyl)-9H-carbazole;94847-10-6;9-(6-bromohexyl)carbazole;1-bromo-6-carbazol-9-ylhexane;MFCD30562129;9H-Carbazole, 9-(6-bromohexyl)-;N-(6-bromohexyl)carbazole;SCHEMBL1472359;CHEMBL1089736;DTXSID70471526;HFNNZEMVTJAKRC-UHFFFAOYSA-N;BS-52047;SY234385;B5548;CS-0160456;F18773

Chemical Property of 9-(6-bromohexyl)-9H-carbazole

Chemical Property:

• Melting Point: 58.0 to 62.0 °C
• Boiling Point: 457.9±37.0 °C(Predicted)
• PSA: 4.93000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 5.74980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 329.07791
• Heavy Atom Count: 20
• Complexity: 271

Purity/Quality:

98% ^*data from raw suppliers

9-(6-Bromohexyl)-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=C3N2CCCCCCBr
• Uses: 9-(6-Bromohexyl)-9H-carbazole is a useful reagent for the synthesis of substituted carbazoles with antibacterial and antifungal properties.

Technology Process of 9-(6-bromohexyl)-9H-carbazole

There total 6 articles about 9-(6-bromohexyl)-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 ,6-dibromohexane (629-03-8) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-(6-bromohexyl)carbazole (94847-10-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 40 ℃; for 10h; Inert atmosphere;

DOI:10.1021/ja9033846

Reference yield: 78.0%

9-(hex-5-en-1-yl)-9H-carbazole (7395-03-1) → N-(6-bromohexyl)carbazole (94847-10-6)

Guidance literature:

With bis(1,1,1,5,5,5-hexafluoro-2,4-pentanedionato)palladium(II); chlorotriisopropylsilane; bromoisocyanuric acid monosodium salt; water; lithium perchlorate; C₁₃H₁₆N₂O₂; In dichloromethane; acetonitrile; at 20 ℃; for 6h; regioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1038/s41557-021-00869-x

Reference yield: 78.0%

1 ,6-dibromohexane (629-03-8) + tetrabutylammomium bromide (1643-19-2) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-(6-bromohexyl)carbazole (94847-10-6)

Guidance literature:

With potassium hydroxide; In water; toluene; for 12h; Reflux;

DOI:10.1016/j.tet.2016.06.005

upstream raw materials:

1 ,6-dibromohexane

9H-carbazole

benzoyl chloride

tetrabutylammomium bromide

Downstream raw materials:

(2S)-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)-2-(3-phenylpropylamino)propionic acid methyl ester

(2S)-2-benzyloxycarbonylamino-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)propionic acid methyl ester

(2S)-3-((3-((5-carbazol-9-yl)pentyl)isoxazol-5-yl)methoxy)-2-(2-chlorobenzyloxycarbonylamino)propionic acid methyl ester

2-iodo-9,9-bis[6-(N-carbazolyl)hexyl]fluorene