4-(9H-Carbazol-9-yl)benzaldehyde

Base Information

• Chemical Name: 4-(9H-Carbazol-9-yl)benzaldehyde
• CAS No.: 110677-45-7
• Molecular Formula: C19H13NO
• Molecular Weight: 271.318
• Hs Code.: 2933990090
• European Community (EC) Number: 695-549-1
• DSSTox Substance ID: DTXSID40431637
• Nikkaji Number: J1.227.705I
• Wikidata: Q82245574
• Mol file: 110677-45-7.mol

Synonyms:4-(9H-Carbazol-9-yl)benzaldehyde;110677-45-7;4-carbazol-9-ylbenzaldehyde;9-(4-Formylphenyl)-9H-carbazole;Benzaldehyde, 4-(9H-carbazol-9-yl)-;SCHEMBL39208;DTXSID40431637;N-(4-Formylphenyl)carbazole, 97%;MFCD19441374;AS-71900;C3481;CS-0186878;FT-0741024;10.14272/RPHLDCKUUAGNAC-UHFFFAOYSA-N;T70087;A906384;doi:10.14272/RPHLDCKUUAGNAC-UHFFFAOYSA-N;[1,1',4',1",4",1"'-Quaterphenyl]-4,4'''-dicarbonaldehyde

Chemical Property of 4-(9H-Carbazol-9-yl)benzaldehyde

Chemical Property:

• Melting Point: 153.0 to 158.0 °C
• Boiling Point: 404.2±37.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 7.02980
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 271.099714038
• Heavy Atom Count: 21
• Complexity: 352

Purity/Quality:

98% ^*data from raw suppliers

4-(9H-Carbazol-9-yl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)C=O

Technology Process of 4-(9H-Carbazol-9-yl)benzaldehyde

There total 10 articles about 4-(9H-Carbazol-9-yl)benzaldehyde 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: 96.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + 4-bromo-benzaldehyde (1122-91-4) → N-(4-formylphenyl)carbazole (110677-45-7)

Guidance literature:

With 18-crown-6 ether; copper; potassium carbonate; In 1,2-dichloro-benzene; for 72h; Inert atmosphere; Reflux;

DOI:10.1039/c2pp25114k

Reference yield: 89.0%

4-fluorobenzaldehyde (459-57-4) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → N-(4-formylphenyl)carbazole (110677-45-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 72h; Reflux;

Reference yield: 76.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + p-(iodophenyl)carboxaldehyde (15164-44-0) → N-(4-formylphenyl)carbazole (110677-45-7)

Guidance literature:

With copper(I) oxide; N,N-dimethyl acetamide; at 160 ℃; for 20h; Inert atmosphere;

DOI:10.1002/ejoc.200700981

upstream raw materials:

4-chlorobenzaldehyde

9H-carbazole

4-fluorobenzaldehyde

4-bromo-benzaldehyde

Downstream raw materials:

9-(4-vinylphenyl)-9H-carbazole

(4-(9H-carbazol-9-yl)benzylidene)malononitrile

4-(3,6-diiodo-9H-carbazol-9-yl)benzaldehyde

3-(4-(9H-carbazole-9-yl)phenyl)-2-cyanoacrylic acid

Refernces

• 1、 Ren, Wusheng,Zhuang, Hao,Bao, Qing,Miao, Shifeng,Li, Hua,Lu, Jianmei,Wang, Lihua. "Enhancing the coplanarity of the donor moiety in a donor-acceptor molecule to improve the efficiency of switching phenomenon for flash memory devices". . p. 127 - 134. Retrieved 2014.
• 2、 Wang, Yongtao,Qian, Zhean,Li, Xueming,Qin, Anjun,Guo, Yanjun,Tang, Benzhong. "Exploration of high-performance light-conversion agents based on cyanostilbene and phenanthrenecarbonitrile backbones:E/Zand position isomerism, high-contrast Michael addition reaction activity and intramolecular photocyclization". . p. 12681 - 12693. Retrieved 2021.
• 3、 Fu, Bo,Dong, Xinyi,Yu, Xiaoxiao,Zhang, Zhen,Sun, Lei,Zhu, Weihua,Liang, Xu,Xu, Haijun. "meso-borneol- andmeso-carbazole-substituted porphyrins: multifunctional chromophores with tunable electronic structures and antitumor activities". . p. 2141 - 2146. Retrieved 2021.
• 4、 Yu, Tianzhi,Chai, Haifang,Zhao, Yuling,Zhang, Chengcheng,Liu, Peng,Fan, Duowang. "Synthesis, crystal structure and photoluminescence of phosphorescent copper (I) complexes containing hole-transporting carbazoly moiety". . p. 179 - 185. Retrieved 2013.
• 5、 Duvva, Naresh,Kanaparthi, Ravi Kumar,Kandhadi, Jaipal,Marotta, Gabriele,Salvatori, Paolo,De Angelis, Filippo,Giribabu, Lingamallu. "Carbazole-based sensitizers for potential application to dye sensitized solar cells". . p. 383 - 394. Retrieved 2015.
• 6、 Li, Yipeng,Yu, Qi,Gao, Pengli,Yang, Huiran,Huang, Tianci,Liu, Shujuan,Zhao, Qiang. "Highly efficient organic photosensitizer with aggregation-induced emission for imaging-guided photodynamic ablation of cancer cells". . p. 2704 - 2707. Retrieved 2018.
• 7、 Xu, Fei,Kim, Ji-Hoon,Kim, Hee Un,Jang, Jae-Ho,Yook, Kyoung Soo,Lee, Jun Yeob,Hwang, Do-Hoon. "Synthesis of high-triplet-energy host polymer for blue and white electrophosphorescent light-emitting diodes". . p. 7397 - 7406. Retrieved 2014.
• 8、 Zhao, Bingjie,Xie, Guohua,Wang, Huiqin,Han, Chunmiao,Xu, Hui. "Simply Structured Near-Infrared Emitters with a Multicyano Linear Acceptor for Solution-Processed Organic Light-Emitting Diodes". . p. 1010 - 1017. Retrieved 2019.
• 9、 Zhang, Rong-Rong,Yin, Qing,Liang, Hai-Peng,Chen, Qi,Luo, Wei-Hua,Han, Bao-Hang. "Hypercrosslinked porous polycarbazoles from carbazolyl-bearing aldehydes or ketones". . p. 87 - 95. Retrieved 2018.
• 10、 Bagheri, Omid,Dehghani, Hossein,Afrooz, Malihe. "Pyridine derivatives; New efficient additives in bromide/tribromide electrolyte for dye sensitized solar cells". . p. 86191 - 86198. Retrieved 2015.