9-Phenylcarbazole

Base Information

• Chemical Name: 9-Phenylcarbazole
• CAS No.: 1150-62-5
• Molecular Formula: C18H13N
• Molecular Weight: 243.308
• Hs Code.: 29339900
• European Community (EC) Number: 214-564-2
• NSC Number: 10416
• DSSTox Substance ID: DTXSID50150928
• Nikkaji Number: J80.204B
• Wikidata: Q72501455
• ChEMBL ID: CHEMBL1540340
• Mol file: 1150-62-5.mol

Synonyms:9-Phenylcarbazole;1150-62-5;N-Phenylcarbazole;9-Phenyl-9H-carbazole;9H-Carbazole, 9-phenyl-;Carbazole, 9-phenyl-;N-PHENYLCARBAZOLE HYDROCHLORIDE;MLS000737925;NSC10416;EINECS 214-564-2;MFCD00004965;NSC 10416;SMR000446051;Carbazol, 9-phenyl;9-phenyl carbazole;9-Phenylcarbazole, 97%;9-Phenyl-9H-carbazole #;SCHEMBL31962;cid_70851;CHEMBL1540340;BDBM58094;DTXSID50150928;HMS2780O14;NSC-10416;AKOS015840875;NCGC00246916-01;AC-22292;AS-18732;SY020195;1H-INDOLE-3-CARBOXYLICACIDBENZYLAMIDE;CS-0018847;FT-0633406;P1492;9-Phenylcarbazole, >=99%, purified by sublimation;W-200874

Chemical Property of 9-Phenylcarbazole

Chemical Property:

• Vapor Pressure: 4.16E-07mmHg at 25°C
• Melting Point: 95-97 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 415.3 °C at 760 mmHg
• Flash Point: 205 °C
• PSA: 4.93000
• Density: 1.11 g/cm³
• LogP: 4.78370
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 243.104799419
• Heavy Atom Count: 19
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

9-Phenylcarbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: C1=CC=C(C=C1)N2C3=CC=CC=C3C4=CC=CC=C42
• Uses: 9-Phenylcarbazole has been used in the electrochemical synthesis of poly(9-phenylcarbazole) films via direct anodic oxidation in mixed electrolytes of boron trifluoride diethyl etherate and sulfuric acid.

Technology Process of 9-Phenylcarbazole

There total 94 articles about 9-Phenylcarbazole 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%

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate (189999-35-7) + aniline (62-53-3) → N-phenylcarbazole (1150-62-5)

Guidance literature:

With copper diacetate; sodium carbonate; In ethylene glycol; isopropyl alcohol; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.07.029

Reference yield: 100.0%

N,N-diphenylaminobenzene (603-34-9) → N-phenylcarbazole (1150-62-5)

Guidance literature:

With oxygen; In acetonitrile; Solvent; Kinetics; Quantum yield; UV-irradiation;

DOI:10.1039/d1nj03101e

Reference yield: 99.0%

2,2'-dibromobiphenyl (13029-09-9) + aniline (62-53-3) → N-phenylcarbazole (1150-62-5)

Guidance literature:

With (6-Dipp)PdCl₂-SPhos; sodium t-butanolate; In neat (no solvent); at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c9dt00216b

upstream raw materials:

9-phenyl-6,7,8,9-tetrahydro-5H-carbazole

iodobenzene

9H-carbazole

dichloromethane

Downstream raw materials:

2-(9H-carbazol-9-yl)benzoic acid

2-carbazol-9-yl-isophthalic acid

3,6-dibromo-9-(4-bromophenyl)-9H-carbazole

dihydro-1,4 phenyl-9 carbazole

Refernces

• 1、 Wong, Wai-Yeung,Ho, Cheuk-Lam,Gao, Zhi-Qiang,Mi, Bao-Xiu,Chen, Chin-Hsin,Cheah, Kok-Wai,Lin, Zhenyang. "Multifunctional iridium complexes based on carbazole modules as highly efficient electrophosphors". . p. 7800 - 7803. Retrieved 2006.
• 2、 Grellmann et al.. "-". . p. 1881. Retrieved 1963.
• 3、 Steinhoff,Henry. "-". . p. 2808. Retrieved 1964.
• 4、 Nozaki, Kyoko,Takahashi, Keita,Nakano, Koji,Hiyama, Tamejiro,Tang, Hong-Zhi,Fujiki, Michiya,Yamaguchi, Shigehiro,Tamao, Kohei. "The double N-arylation of primary amines: Toward multisubstituted carbazoles with unique optical properties". . p. 2051 - 2053. Retrieved 2003.
• 5、 Kundu, Anu,Kumar, Vadivel Vinod,Anthony, Savarimuthu Philip. "Metal-organic frameworks derived CuONPs@C nanocatalysts for synthesizing optoelectronic triarylamine molecules". . . Retrieved 2021.
• 6、 Wu, Jun,Xie, Yanjun,Chen, Xiangui,Deng, Guo-Jun. "Transition Metal-Free Carbazole Synthesis from Arylureas and Cyclohexanones". . p. 3206 - 3211. Retrieved 2016.
• 7、 Davydov, D. V.,Beletskaya, I. P.. "Palladium- and copper-catalyzed synthesis of triarylamines in an aqueous-organic emulsion". . p. 1141. Retrieved 1995.
• 8、 Malavade, Vrunda,Patil, Manish,Patil, Mahendra. "Scope, Kinetics, and Mechanism of “On Water” Cu Catalysis in the C–N Cross-Coupling Reactions of Indole Derivatives". . p. 561 - 569. Retrieved 2020.
• 9、 Guo, Runda,Huang, Zhi,Liu, Wei,Wang, Lei,Wang, Yaxiong,Xiang, Songpo,Ye, Shaofeng,Zhang, Qing. "Phenothiazine dioxide-containing derivatives as efficient hosts for blue, green and yellow thermally activated delayed fluorescence OLEDs". . p. 3705 - 3714. Retrieved 2020.
• 10、 Suryawanshi, Sonali B.,Mahajan, Prasad G.,Bodake, Anita J.,Kolekar, Govind B.,Patil, Shivajirao R.. "Carbazole based nanoprobe for selective recognition of Fe3?+ ion in aqueous medium: Spectroscopic insight". . p. 232 - 238. Retrieved 2017.