9H-carbazole-2-carbonitrile

Base Information

• Chemical Name: 9H-carbazole-2-carbonitrile
• CAS No.: 57955-18-7
• Molecular Formula: C13H8N2
• Molecular Weight: 192.22
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10471308
• Nikkaji Number: J2.510.766G
• Wikidata: Q82299794
• Mol file: 57955-18-7.mol

Synonyms:9H-carbazole-2-carbonitrile;57955-18-7;SCHEMBL6009650;DTXSID10471308;VEQWEUBVPCXIDK-UHFFFAOYSA-N;AKOS006329832

Chemical Property of 9H-carbazole-2-carbonitrile

Chemical Property:

• Melting Point: 120-122 °C
• Boiling Point: 437.8±18.0 °C(Predicted)
• PKA: 15.80±0.30(Predicted)
• PSA: 39.58000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 3.19278
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 192.068748264
• Heavy Atom Count: 15
• Complexity: 290

Purity/Quality:

98.5% ^*data from raw suppliers

9H-Carbazole-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=C(C=C3)C#N

Technology Process of 9H-carbazole-2-carbonitrile

There total 24 articles about 9H-carbazole-2-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: 97.0%

2-chloro-9H-carbazole (10537-08-3) + urea (57-13-6) → 9H-carbazole-2-carbonitrile (57955-18-7)

Guidance literature:

With nickel(II) acetylacetonate; potassium fluoride; phenylsilane; zinc; bis(2-diphenylphosphinoethyl)phenylphosphine; In 1-methyl-pyrrolidin-2-one; at 90 - 140 ℃; for 20h;

DOI:10.1038/s41467-020-17939-2

Reference yield: 84.0%

N-(4′-cyano-[1,1′-biphenyl]-2-yl)picolinamide (1609211-19-9) → 9H-carbazole-2-carbonitrile (57955-18-7)

Guidance literature:

With manganese(IV) oxide; copper diacetate; acetic acid; In N,N-dimethyl-formamide; at 200 ℃; for 1h; Microwave irradiation; Sealed tube;

DOI:10.1021/ol501037j

Reference yield: 81.0%

2'-nitro-[1,1'-biphenyl]-4-carbonitrile (75898-34-9) → 9H-carbazole-2-carbonitrile (57955-18-7)

Guidance literature:

With triphenylphosphine; sodium iodide; In 1,4-dioxane; at 60 ℃; for 96h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.1c01654

upstream raw materials:

2-aminocarbazole

potassium cyanide

tetrachloromethane

9H-carbazole

Downstream raw materials:

9H-carbazole-2-carboxylic acid

N-(2,6-diisopropylphenyl)-9-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)phenyl)-9H-carbazole-2-carboximidamide

2-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)-9-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)phenyl)-9H-carbazole

9-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)phenyl)-9H-carbazole-2-carbonitrile