9-Benzoylcarbazole

Base Information

• Chemical Name: 9-Benzoylcarbazole
• CAS No.: 19264-68-7
• Molecular Formula: C19H13 N O
• Molecular Weight: 271.318
• NSC Number: 14861
• DSSTox Substance ID: DTXSID0075158
• Nikkaji Number: J417.303A
• Wikidata: Q82003183
• Mol file: 19264-68-7.mol

Synonyms:9-Benzoylcarbazole;19264-68-7;(9H-carbazol-9-yl)(phenyl)methanone;carbazol-9-yl(phenyl)methanone;N-Benzoylcarbazole;Carbazole, 9-benzoyl-;9H-Carbazole, 9-benzoyl-;9-benzoyl-9H-carbazole;BRN 0207867;5-20-08-00032 (Beilstein Handbook Reference);N-benzoyl carbazole;NSC14861;Methanone, 9H-carbazol-9-ylphenyl-;Oprea1_115039;Oprea1_335048;SCHEMBL872109;DTXSID0075158;9H-carbazol-9-yl(phenyl)methanone;MFCD00225468;NSC 14861;NSC-14861;STK927770;AKOS002242805;CARBAZOL-9-YL-PHENYL-METHANONE;AB88186;AS-40978;LS-51693;B2864;CS-0313050;FT-0637821;A813590;SR-01000395593;J-012457;SR-01000395593-1;BRD-K45212236-001-01-7

Chemical Property of 9-Benzoylcarbazole

Chemical Property:

• Vapor Pressure: 1.14mmHg at 25°C
• Melting Point: 101 °C
• Boiling Point: 391.2°Cat760mmHg
• Flash Point: 190.4°C
• PSA: 22.00000
• Density: 1.16g/cm³
• LogP: 4.48300
• Solubility.: soluble in Toluene
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 271.099714038
• Heavy Atom Count: 21
• Complexity: 365

Purity/Quality:

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

9-Benzoylcarbazole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 9-Benzoylcarbazole

There total 33 articles about 9-Benzoylcarbazole 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: 98.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9-benzoyl-9H-carbazole (19264-68-7)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; tetrabutyl-ammonium chloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 65 ℃; for 20h; under 1535.79 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1021/ja4098093

Reference yield: 92.7%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + benzoyl chloride (98-88-4) → 9-benzoyl-9H-carbazole (19264-68-7)

Guidance literature:

9H-carbazole; With dmap; In tetrahydrofuran; at -10 ℃; for 0.5h;

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

benzoyl chloride; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield: 83.0%

(9H-carbazol-9-yl)(2-iodophenyl)methanone (125424-72-8) → 9-benzoyl-9H-carbazole (19264-68-7) + 9H-indolo<3,2,1-de>phenanthridine-9-one (25882-13-7)

Guidance literature:

With tri-n-butyl-tin hydride; 1,1'-azobis(1-cyanocyclohexanenitrile); In toluene; Heating;

DOI:10.1016/j.tet.2005.07.034

upstream raw materials:

9H-carbazole

benzoyl chloride

benzoic acid anhydride

N,N-dimethylbenzamide

Downstream raw materials:

9-benzoyl-3-nitro-carbazole

9H-carbazole

9H-carbazole-3-yl(phenyl)methanone

(3-bromo-9H-carbazol-9-yl)(phenyl)methanone

Refernces

• 1、 Li, Hanjie,Lu, Ping,Qiao, Li,Wang, Yanguang,Zhang, Ke. "Visible-light induced synthesis of 8H-indolo[3,2,1-de]phenanthridin-8-ones and related heterocycles using benzothiadiazole as photocatalyst". . . Retrieved 2022/02/02.
• 2、 Gao, Xinlong,Lei, Aiwen,Wang, Pan,Wang, Qingqing,Zhang, Heng,Zhang, Xiaojing. "Electrochemical Palladium-Catalyzed Intramolecular C—H Amination of 2-Amidobiaryls for Synthesis of Carbazoles". supporting information. p. 143 - 148. Retrieved 2020/12/18.