1H-indole-2-carbonitrile

Base Information

• Chemical Name: 1H-indole-2-carbonitrile
• CAS No.: 36193-65-4
• Molecular Formula: C9H6N2
• Molecular Weight: 142.16
• Hs Code.: 2933990090
• European Community (EC) Number: 692-172-4
• DSSTox Substance ID: DTXSID90396409
• Nikkaji Number: J570.264J
• Wikidata: Q82197113
• Mol file: 36193-65-4.mol

Synonyms:1H-indole-2-carbonitrile;36193-65-4;2-cyanoindole;2-indolecarbonitrile;MFCD00187566;Cyanoindole;2-Cyano-1H-indole;indole-2-carbonitrile;1H-Indol-2-nitrile;racemic Indole Nitrile;SCHEMBL723282;SCHEMBL16111877;DTXSID90396409;CBTITARLOCZPDU-UHFFFAOYSA-N;AKOS015991217;AM807078;SY111261;CS-0030505;FT-0724905;5P-050;EN300-706214;A847116;J-504697;Z1255419551

Chemical Property of 1H-indole-2-carbonitrile

Chemical Property:

• Melting Point: 101 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 350.0±15.0 °C(Predicted)
• PKA: 13.91±0.30(Predicted)
• PSA: 39.58000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 2.03958
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.053098200
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

97% ^*data from raw suppliers

1H-Indole-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)C=C(N2)C#N

Technology Process of 1H-indole-2-carbonitrile

There total 5 articles about 1H-indole-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: 69.0%

norbornene (498-66-8) + N-(benzenesulfonyl)-3-iodoindole-2-carbonitrile (490039-75-3) → 1H-indole-2-carbonitrile (36193-65-4) + N-benzenesulfonyl-6-oxo-6a,7,8,9,10,10a-hexahydro-7,10-methano-6H-indeno[2,1-b]indole

Guidance literature:

With triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 130 ℃;

DOI:10.1021/jo026178g

Reference yield: 2.0%

1-methoxyindole (54698-11-2) → 1H-indole-2-carbonitrile (36193-65-4) + 3-methoxyindole (16712-55-3)

Guidance literature:

With potassium cyanide; In water; N,N-dimethyl-formamide; for 15h; Heating;

Reference yield: 0.3%

1-methoxyindole (54698-11-2) + potassium cyanide (151-50-8) → 1H-indole-2-carbonitrile (36193-65-4) + 3-methoxyindole (16712-55-3)

Guidance literature:

In water; N,N-dimethyl-formamide; for 15h; Heating;

upstream raw materials:

1-methoxyindole

potassium cyanide

norbornene

N-(benzenesulfonyl)-3-iodoindole-2-carbonitrile

Downstream raw materials:

1-benzoyl-2-cyanoindole

1-(Phenylsulfonyl)indole-2-carbonitrile

3-iodo-1H-indole-2-carbonitrile

2,2'-Dicyano-3,3'-bis