2,7-dibromo-9-(2-ethylhexyl)-9H-carbazole

Base Information

• Chemical Name: 2,7-dibromo-9-(2-ethylhexyl)-9H-carbazole
• CAS No.: 544436-46-6
• Molecular Formula: C20H23Br2N
• Molecular Weight: 437.217
• Hs Code.: 2933990090
• European Community (EC) Number: 808-097-9
• DSSTox Substance ID: DTXSID20476960
• Nikkaji Number: J1.977.109A
• Mol file: 544436-46-6.mol

Synonyms:2,7-dibromo-9-(2-ethylhexyl)-9H-carbazole;544436-46-6;2,7-dibromo-9-(2-ethylhexyl)carbazole;SCHEMBL923650;DTXSID20476960;OLOMDFPWMJQODN-UHFFFAOYSA-N;MFCD23703116;AKOS016011726;2,7-dibromo-9-(2-ethylhexyl)-carbazole;AS-65016;D4735;D90328

Chemical Property of 2,7-dibromo-9-(2-ethylhexyl)-9H-carbazole

Chemical Property:

• Melting Point: 100.0 to 104.0 °C
• PSA: 4.93000
• LogP: 7.53590
• Storage Temp.: 2-8°C
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 437.01768
• Heavy Atom Count: 23
• Complexity: 349

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,7-Dibromo-9-(2-ethylhexyl)carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(CC)CN1C2=C(C=CC(=C2)Br)C3=C1C=C(C=C3)Br

Technology Process of 2,7-dibromo-9-(2-ethylhexyl)-9H-carbazole

There total 7 articles about 2,7-dibromo-9-(2-ethylhexyl)-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: 97.8%

3-bromomethylheptane (18908-66-2) + 2,7-dibromo-9H-carbazole (136630-39-2) → 2,7-dibromo-9-(2-ethyl-hexyl)-9H-carbazole (544436-46-6)

Guidance literature:

2,7-dibromo-9H-carbazole; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

3-bromomethylheptane; In tetrahydrofuran; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.inorgchem.6b00523

Reference yield: 70.0%

tris(2-ethylhexyl) phosphite (301-13-3) + 4,4'-dibromo-2-nitro-biphenyl (439797-69-0) → 2,7-dibromo-9H-carbazole (136630-39-2) + 2,7-dibromo-9-(2-ethyl-hexyl)-9H-carbazole (544436-46-6)

Guidance literature:

With 1-methyl-4-nitrobenzene; at 160 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2012.04.044

Reference yield:

3-bromomethylheptane (18908-66-2) + tetra-n-butylammonium hydrogen sulfide + 2,7-dibromo-9H-carbazole (136630-39-2) → 2,7-dibromo-9-(2-ethyl-hexyl)-9H-carbazole (544436-46-6)

Guidance literature:

With sodium hydroxide; In acetone;

upstream raw materials:

3-bromomethylheptane

2,7-dibromo-9H-carbazole

4,4'-dibromo-2,2'-dinitrobiphenyl

4,4′-dibromo-[1,1′-biphenyl]-2,2′-diamine

Downstream raw materials:

N-(2-ethylhexyl)-2,7-bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaboralan-2′-yl)-9H-carbazole

[C₅H₁₀(C₂H₅)CH₂N(C₆H₃CCPt(C₆H₅)(P(C₂H₅)3)2)2]

Refernces

• 1、 Zhu, Xiaolin,Liu, Bingqing,Cui, Peng,Kilina, Svetlana,Sun, Wenfang. "Multinuclear 2-(Quinolin-2-yl)quinoxaline-Coordinated Iridium(III) Complexes Tethered by Carbazole Derivatives: Synthesis and Photophysics". supporting information. p. 17096 - 17108. Retrieved 2020/11/30.
• 2、 Al-Balushi, Rayya A.,Haque, Ashanul,Jayapal, Maharaja,Al-Suti, Mohammed K.,Husband, John,Khan, Muhammad S.,Koentjoro, Olivia F.,Molloy, Kieran C.,Skelton, Jonathan M.,Raithby, Paul R.. "Experimental and Theoretical Investigation for the Level of Conjugation in Carbazole-Based Precursors and Their Mono-, Di-, and Polynuclear Pt(II) Complexes". . p. 6465 - 6480. Retrieved 2016/07/19.