9H-carbazole-3,6-dicarbonitrile

Base Information

• Chemical Name: 9H-carbazole-3,6-dicarbonitrile
• CAS No.: 57103-03-4
• Molecular Formula: C14H7N3
• Molecular Weight: 217.23
• DSSTox Substance ID: DTXSID50444738
• Nikkaji Number: J3.326.484D
• Wikidata: Q72515195
• Mol file: 57103-03-4.mol

Synonyms:9H-carbazole-3,6-dicarbonitrile;57103-03-4;3,6-dicyanocarbazole;3,6-Dicyano-9H-Carbazole;SCHEMBL606784;YSZC1275;DTXSID50444738;TZXYZCGWHFCFDX-UHFFFAOYSA-N;BS-51902;CS-0169915;FT-0726629;E80510;10.14272/TZXYZCGWHFCFDX-UHFFFAOYSA-N.1;doi:10.14272/TZXYZCGWHFCFDX-UHFFFAOYSA-N.1

Chemical Property of 9H-carbazole-3,6-dicarbonitrile

Chemical Property:

• Melting Point: >360℃
• PSA: 63.37000
• LogP: 3.06446
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 217.063997236
• Heavy Atom Count: 17
• Complexity: 360

Purity/Quality:

99%, ^*data from raw suppliers

9H-Carbazole-3,6-dicarbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)C3=C(N2)C=CC(=C3)C#N

Technology Process of 9H-carbazole-3,6-dicarbonitrile

There total 6 articles about 9H-carbazole-3,6-dicarbonitrile 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: 99.0%

3,6-dibromo-9H-carbazole (6825-20-3) + copper(I) cyanide (544-92-3) → 9H-carbazole-3,6-dicarbonitrile (57103-03-4)

Guidance literature:

In N,N-dimethyl-formamide; for 70h; Heating;

DOI:10.1016/S0223-5234(99)80064-6

Reference yield: 97.0%

zinc(II) cyanide (557-21-1) + 3,6-dibromo-9H-carbazole (6825-20-3) → 9H-carbazole-3,6-dicarbonitrile (57103-03-4)

Guidance literature:

3,6-dibromo-9H-carbazole; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; N,N-dimethyl-formamide; for 0.75h; Inert atmosphere;

zinc(II) cyanide; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; zinc diacetate; zinc; In water; N,N-dimethyl-formamide; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0033-1340557

Reference yield: 35.0%

3,6-dibromo-9H-carbazole (6825-20-3) + copper(l) cyanide → 9H-carbazole-3,6-dicarbonitrile (57103-03-4)

Guidance literature:

3,6-dibromo-9H-carbazole; copper(l) cyanide; In N,N-dimethyl-formamide; at 150 ℃; for 48h; Inert atmosphere;

With hydrogenchloride; iron(III) chloride; In water; N,N-dimethyl-formamide; for 2h; Inert atmosphere;

DOI:10.1021/ma500080s

upstream raw materials:

9H-carbazole

trichloroacetonitrile

3,6-dibromo-9H-carbazole

copper(I) cyanide

Downstream raw materials:

9H-carbazole-3,6-dicarboxylic acid

9-benzyl-3,6-dicyanocarbazole

[2,6-dichloro-4-(3,6-dicyano-N-carbazolyl)phenyl]bis(2,4,6-trichlorophenyl)methane

tris(2,4,6-trichlorophenyl)methane

Refernces

• 1、 Yang, Yong,Xue, Min,Marshall, Laura J.,De Mendoza, Javier. "Hydrogen-bonded cyclic tetramers based on ureidopyrimidinones attached to a 3,6-carbazolyl spacer". . p. 3186 - 3189. Retrieved 2011.
• 2、 -. "ORGANIC COMPOUNDS, ORGANIC LIGHT EMITTING DIODE AND ORGNIC LIGHT EMITTING DEVICE HAVING THE COMPOUNDS". Paragraph 0148; 0149-0151. . Retrieved 2019/06/13.