9-(4-Ethynylphenyl)carbazole

Base Information

• Chemical Name: 9-(4-Ethynylphenyl)carbazole
• CAS No.: 262861-81-4
• Molecular Formula: C20H13N
• Molecular Weight: 267.33
• European Community (EC) Number: 808-106-6
• DSSTox Substance ID: DTXSID30575635
• Wikidata: Q82465048
• Mol file: 262861-81-4.mol

Synonyms:9-(4-ethynylphenyl)carbazole;262861-81-4;9-(4-ETHYNYLPHENYL)-9H-CARBAZOLE;9H-Carbazole, 9-(4-ethynylphenyl)-;SCHEMBL2434969;DTXSID30575635;JJIQKIUIIVFHAN-UHFFFAOYSA-N;MFCD12024288;AKOS025402719;AS-61797;CS-0113138;E1055;T72190;A911519

Chemical Property of 9-(4-Ethynylphenyl)carbazole

Chemical Property:

• Melting Point: 104.0 to 108.0 °C
• Boiling Point: 374.4±34.0 °C(Predicted)
• PSA: 4.93000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 4.76500
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 267.104799419
• Heavy Atom Count: 21
• Complexity: 389

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)N2C3=CC=CC=C3C4=CC=CC=C42

Technology Process of 9-(4-Ethynylphenyl)carbazole

There total 12 articles about 9-(4-Ethynylphenyl)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: 100.0%

9-(4-((trimethylsilyl)ethynyl)phenyl)-9H-carbazole → 9-(4-ethynyl-phenyl)-9H-carbazole (262861-81-4)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/asia.201700081

Reference yield: 92.0%

4-(4-(9H-carbazol-9-yl)phenyl)-2-methylbut-3-yn-2-ol → 9-(4-ethynyl-phenyl)-9H-carbazole (262861-81-4)

Guidance literature:

With potassium hydroxide; In benzene;

DOI:10.1246/bcsj.20150019

Reference yield: 41.0%

(bromomethyl)triphenyl phosphonium bromide (1034-49-7) + N-(4-formylphenyl)carbazole (110677-45-7) → 9-(4-ethynyl-phenyl)-9H-carbazole (262861-81-4)

Guidance literature:

(bromomethyl)triphenyl phosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

N-(4-formylphenyl)carbazole; In tetrahydrofuran; at -78 - 20 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.tet.2016.09.063

upstream raw materials:

9-(4-iodophenyl)carbazole

1,4-bromoiodobenzene

N-(4-bromophenyl)carbazole

9H-carbazole

Refernces

• 1、 Wang, Yueqiang,Chen, Bin,Wu, Wenjun,Li, Xin,Zhu, Weihong,Tian, He,Xie, Yongshu. "Efficient solar cells sensitized by porphyrins with an extended conjugation framework and a carbazole donor: From molecular design to cosensitization". . p. 10779 - 10783. Retrieved 2014.
• 2、 Ikeshima, Masataka,Mamada, Masashi,Katagiri, Hiroshi,Minami, Tsuyoshi,Okada, Shuji,Tokito, Shizuo. "Synthesis and solid-state polymerization of diacetylene derivatives with an N-carbazolylphenyl Group". . p. 843 - 849. Retrieved 2015.
• 3、 Chen, Si-Hong,Luo, Shi-He,Xing, Long-Jiang,Jiang, Kai,Huo, Yan-Ping,Chen, Qi,Wang, Zhao-Yang. "Rational Design and Facile Synthesis of Dual-State Emission Fluorophores: Expanding Functionality for the Sensitive Detection of Nitroaromatic Compounds". supporting information. . Retrieved 2021/12/02.
• 4、 Martín, Raúl,Prieto, Pilar,Carrillo, José R.,Rodríguez, Ana M.,De Cozar, Abel,Boj, Pedro G.,Díaz-García, María A.,Ramírez, Manuel G.. "Design, synthesis and amplified spontaneous emission of 1,2,5-benzothiadiazole derivatives". supporting information. p. 9996 - 10007. Retrieved 2019/08/21.