9H-Carbazole-3-carbonitrile

Base Information

• Chemical Name: 9H-Carbazole-3-carbonitrile
• CAS No.: 57102-93-9
• Molecular Formula: C13H8N2
• Molecular Weight: 192.22
• Mol file: 57102-93-9.mol

Synonyms:9H-CARBAZOLE-3-CARBONITRILE;carbazole-3-carbonitrile;3-cyanocarbazole;3-cyano-9H-carbazole;Carbazol-3-carbonitril;

Chemical Property of 9H-Carbazole-3-carbonitrile

Chemical Property:

• Melting Point: 184-185 °C
• Boiling Point: 437.8±18.0 °C(Predicted)
• PKA: 15.47±0.30(Predicted)
• PSA: 39.58000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 3.19278

Purity/Quality:

98%Min ^*data from raw suppliers

9H-Carbazole-3-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9H-Carbazole-3-carbonitrile

There total 6 articles about 9H-Carbazole-3-carbonitrile 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:

2-bromo-4-cyanoaniline (50397-74-5) → (9H)-carbazole-3-carbonitrile (57102-93-9)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium diacetate; sodium carbonate / water; ethylene glycol / 24 h / 80 °C

2: acetic acid; sodium nitrite; sodium azide / water / 0 - 25 °C

3: silica gel / water; acetone / 96 h / 25 °C / Irradiation

With sodium azide; palladium diacetate; sodium carbonate; acetic acid; sodium nitrite; In water; ethylene glycol; acetone; 1: |Suzuki Coupling;

DOI:10.1039/c7gc03392c

Reference yield:

2-Chlorobenzeneboronic acid (3900-89-8) + 2-bromo-4-cyanoaniline (50397-74-5) → (9H)-carbazole-3-carbonitrile (57102-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 2 h / 120 °C

2: potassium tert-butylate / dimethyl sulfoxide / 3 h / 40 °C / Schlenk technique; Inert atmosphere; Irradiation

With bis-triphenylphosphine-palladium(II) chloride; potassium tert-butylate; sodium hydrogencarbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; dimethyl sulfoxide; 1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jo5024393

Reference yield:

tetrachloromethane (56-23-5) + N-ethylcarbazole (86-28-2) → 9-cyanocarbazole (31892-44-1) + (9H)-carbazole-3-carbonitrile (57102-93-9) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) + N-(α-trichloromethylvinyl)carbazole (98786-14-2)

Guidance literature:

With ammonia; for 0.5h; Irradiation;

upstream raw materials:

tetrachloromethane

N-ethylcarbazole

9-Chloroacridine

2-(phenylamino)benzoic acid

Refernces

• 1、 Guerra, Walter D.,Rossi, Roberto A.,Pierini, Adriana B.,Barolo, Silvia M.. ""transition-metal-free" synthesis of carbazoles by photostimulated reactions of 2′-halo[1,1′-biphenyl]-2-amines". . p. 928 - 941. Retrieved 2015/01/30.
• 2、 Zelent, Bogumil,Durocher, Gilles. "One-electron photooxidation of N-ethylcarbazole in the presence of carbon tetrachloride. Products and mechanism of the photochemical reaction". . p. 1654 - 1665. Retrieved 2007/10/02.