3-(9H-carbazol-9-yl)propanenitrile

Base Information

• Chemical Name: 3-(9H-carbazol-9-yl)propanenitrile
• CAS No.: 5337-01-9
• Molecular Formula: C₁₅H₁₂N₂
• Molecular Weight: 220.274
• Mol file: 5337-01-9.mol

Synonyms:Phosphinic amide,N-(2-chloroethyl)-P,P-diphenyl;9-cyanoethylcarbazole;9-(2-cyanoethyl)carbazole;N-propionitrile carbazole;N-(2-cyanoethyl)carbazole;3-carbazol-9-yl-propionitrile;3-(N-carbazolyl)propionitrile;

Chemical Property of 3-(9H-carbazol-9-yl)propanenitrile

Chemical Property:

• Vapor Pressure: 8.34E-06mmHg at 25°C
• Boiling Point: 374.5°Cat760mmHg
• Flash Point: 180.3°C
• PSA: 28.72000
• Density: 1.12g/cm³
• LogP: 3.70818

Purity/Quality:

99%min ^*data from raw suppliers

3-(9H-Carbazol-9-yl)propanenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(9H-carbazol-9-yl)propanenitrile

There total 7 articles about 3-(9H-carbazol-9-yl)propanenitrile 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: 95.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + acrylonitrile (107-13-1,25014-41-9) → N-(2-cyanoethyl)carbazole (5337-01-9)

Guidance literature:

With benzyltrimethylammonium cation; at 0 ℃; for 0.333333h;

Reference yield: 83.0%

9-vinyl-9H-carbazole (1484-13-5,25067-59-8) + 1-methylcyclohexa-2,5-diene-1-carbonitrile → N-(2-cyanoethyl)carbazole (5337-01-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylborane; bis[2-(diphenylphosphino)phenyl] ether; In 1,4-dioxane; at 110 ℃; for 20h; regioselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.8b10651

Reference yield: 65.0%

9-vinyl-9H-carbazole (1484-13-5,25067-59-8) + Isovaleronitrile (625-28-5) → N-(2-cyanoethyl)carbazole (5337-01-9)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; dimethylaluminum chloride; bis[2-(diphenylphosphino)phenyl] ether; In hexane; toluene; at 130 ℃; for 16h; Schlenk technique; Inert atmosphere; Glovebox;

upstream raw materials:

9H-carbazole

acrylonitrile

N-benzyl-trimethylammonium hydroxide

bromopropionitrile

Downstream raw materials:

3-(9H-carbazol-9-yl)propan-1-amine

9-<3-(Dimethylamino)propyl>carbazole

5,6-dihydro-pyrido[3,2,1-jk]carbazol-4-one

N-(β-carboxyethyl)carbazole

Refernces

• 1、 Hutter, Naima A.,Reitinger, Andreas,Zhang, Ning,Steenackers, Marin,Williams, Oliver A.,Garrido, Jose A.,Jordan, Rainer. "Microstructured poly(2-oxazoline) bottle-brush brushes on nanocrystalline diamond". . p. 4360 - 4366. Retrieved 2010.
• 2、 -. "Process for the Catalytic Reversible Alkene-Nitrile Interconversion". Page/Page column 24; 25. . Retrieved 2017/09/02.
• 3、 Dumitriu, Gina-Mirabela,B?cu, Elena,Belei, Dalila,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Ghinet, Alina. "Phenothiazine-based CaaX competitive inhibitors of human farnesyltransferase bearing a cysteine, methionine, serine or valine moiety as a new family of antitumoral compounds". . p. 4447 - 4452. Retrieved 2015/10/12.