9-Hexylcarbazole

Base Information

• Chemical Name: 9-Hexylcarbazole
• CAS No.: 4041-21-8
• Molecular Formula: C18H21N
• Molecular Weight: 251.371
• DSSTox Substance ID: DTXSID20399600
• Nikkaji Number: J969.118I
• Wikidata: Q82202245
• Mol file: 4041-21-8.mol

Synonyms:9-hexylcarbazole;9-hexyl-9H-carbazole;9H-Carbazole, 9-hexyl-;4041-21-8;n-hexylcarbazole;N-(1-hexyl)-carbazole;SCHEMBL573163;DTXSID20399600;STK746420;AKOS001689893

Chemical Property of 9-Hexylcarbazole

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 251.167399674
• Heavy Atom Count: 19
• Complexity: 253

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCN1C2=CC=CC=C2C3=CC=CC=C31

Technology Process of 9-Hexylcarbazole

There total 12 articles about 9-Hexylcarbazole 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: 99.0%

1-bromo-hexane (111-25-1) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-hexylcarbazole (4041-21-8)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; toluene; at 80 ℃; for 14h;

DOI:10.1016/j.dyepig.2015.08.029

Reference yield: 86.0%

dibenzothiophene sulfone (1016-05-3) + hexan-1-amine (111-26-2) → N-hexylcarbazole (4041-21-8)

Guidance literature:

dibenzothiophene sulfone; hexan-1-amine; With lithium hexamethyldisilazane; In 1,4-dioxane; at 100 ℃; for 3h; Schlenk technique; Inert atmosphere;

With potassium hexamethylsilazane; In 1,4-dioxane; at 100 ℃; for 2h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201903916

Reference yield: 64.0%

9-tosyl-9H-carbazole (3165-71-7) + hexan-1-ol (111-27-3) → N-hexylcarbazole (4041-21-8)

Guidance literature:

hexan-1-ol; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

9-tosyl-9H-carbazole; In tetrahydrofuran; at 20 ℃; for 5h; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02639

upstream raw materials:

1-bromo-hexane

9H-carbazole

1-Iodohexane

1-Bromopentane

Downstream raw materials:

3-formyl-9-hexylcarbazole

3-bromo-9-hexyl-9H-carbazole

3-(2,2-dicyanovinyl)-9-hexylcarbazole

4,4'-(5,5'-(9-hexyl-9H-carbazole-3,6-diyl)bis(thiophene-5,2-diyl))bis(methan-1-yl-1-ylidene)bis(5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid)

Refernces

• 1、 Huang, Jian,Xu, Zeng,Cai, Zheyi,Guo, Jingjing,Guo, Jiali,Shen, Pingchuan,Wang, Zhiming,Zhao, Zujin,Ma, Dongge,Tang, Ben Zhong. "Robust luminescent small molecules with aggregation-induced delayed fluorescence for efficient solution-processed OLEDs". . p. 330 - 339. Retrieved 2019.
• 2、 Dobscha, James R.,Debnath, Sibali,Fadler, Rachel E.,Fatila, Elisabeth M.,Pink, Maren,Raghavachari, Krishnan,Flood, Amar H.. "Host–Host Interactions Control Self-assembly and Switching of Triple and Double Decker Stacks of Tricarbazole Macrocycles Co-assembled with anti-Electrostatic Bisulfate Dimers". . p. 9841 - 9852. Retrieved 2018.
• 3、 Karabiyik, Elif,Sefer, Emre,Baycan Koyuncu, Fatma,Tonga, Murat,?zdemir, Eyüp,Koyuncu, Sermet. "Toward purple-to-green-to-transmissive-to-black color switching in polymeric electrochrome". . p. 8578 - 8584. Retrieved 2014.
• 4、 Tonga, Murat. "Regulation of aggregation-induced emission color of α-cyanostilbene luminogens through donor engineering of amino derivatives". supporting information. . Retrieved 2021/03/16.
• 5、 Bodapati, Ramakrishna,Das, Samar K.,Dey, Gaurav Ranjan,Jose, K. V. Jovan,Krishnakanth, Katturi Naga,Ramteke, Gunjan R.,Rao, S. Venugopal. "Carbazole-based π-conjugated 2,2′-Bipyridines, a new class of organic chromophores: Photophysical, ultrafast nonlinear optical and computational studies". . . Retrieved 2020/11/03.