1H-Indole-1-propiononitrile

Base Information

• Chemical Name: 1H-Indole-1-propiononitrile
• CAS No.: 4414-79-3
• Molecular Formula: C11H10 N2
• Molecular Weight: 170.214
• Hs Code.: 2933990090
• European Community (EC) Number: 224-573-3
• NSC Number: 17813
• UNII: D9IGY1OIC1
• DSSTox Substance ID: DTXSID20196055
• Nikkaji Number: J205.794H
• Wikidata: Q83069148
• Mol file: 4414-79-3.mol

Synonyms:1H-Indole-1-propanenitrile;1H-Indole-1-propiononitrile;4414-79-3;3-(1H-indol-1-yl)propanenitrile;Indole-1-propionitrile;D9IGY1OIC1;EINECS 224-573-3;NSC-17813;3-(1-indolyl)propanonitrile;NSC17813;1-(cyanoethyl)indole;UNII-D9IGY1OIC1;1h-indole-1-propanonitrile;1-INDOLEPROPIONITRILE;SCHEMBL3471412;DTXSID20196055;HMS1783P01;NSC 17813;1-(2-CYANOETHYL)-1H-INDOLE;AKOS001058174;Z56968850

Chemical Property of 1H-Indole-1-propiononitrile

Chemical Property:

• Vapor Pressure: 1.88E-05mmHg at 25°C
• Boiling Point: 362.9°Cat760mmHg
• Flash Point: 173.2°C
• PSA: 28.72000
• Density: 1.06g/cm³
• LogP: 2.55498
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

1-(2-CYANOETHYL)INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN2CCC#N

Technology Process of 1H-Indole-1-propiononitrile

There total 4 articles about 1H-Indole-1-propiononitrile 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: 100.0%

indole (120-72-9) + acrylonitrile (107-13-1,25014-41-9) → 3-(1H-indol-1-yl)propanenitrile (4414-79-3)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; for 20h;

Reference yield: 94.0%

indole (120-72-9) + bromopropionitrile (2417-90-5) → 3-(1H-indol-1-yl)propanenitrile (4414-79-3)

Guidance literature:

indole; With sodium hydride; In acetonitrile; mineral oil; at -5 ℃; for 0.5h;

bromopropionitrile; In acetonitrile; mineral oil; at -5 - 20 ℃; for 24h;

DOI:10.1038/s41388-017-0076-0

Reference yield: 94.0%

→ 3-(1H-indol-1-yl)propanenitrile (4414-79-3)

Guidance literature:

With sodium hydride; In acetonitrile; paraffin oil; at -5 ℃; for 0.5h; Inert atmosphere;

In acetonitrile; paraffin oil; at 0 - 20 ℃; for 24h;

upstream raw materials:

indole

acrylonitrile

benzene

bromopropionitrile

Downstream raw materials:

3-(2,3-dihydro-1H-indole-1-yl)propan-1-amine

3-(indolin-1-yl)propanenitrile

3-indol-1-yl-propionic acid

3-(1H-indol-1-yl)propan-1-amine

Refernces

• 1、 Sushmita,Aggarwal, Trapti,Saini, Kapil Mohan,Verma, Akhilesh K.. "Olefin-Oriented Selective Synthesis of Linear and Branched N-Alkylated Heterocycles by Hydroamination". supporting information. p. 3312 - 3316. Retrieved 2020/05/18.
• 2、 Kumar, Sitanshu,Kaur, Amanpreet,Singh, Vasundhara. "Efficient protocol for Aza-Michael addition of N-heterocycles to α,β-unsaturated compound using [Ch]OH and [n-butyl urotropinium]OH as basic ionic liquids in aqueous/solvent free conditions". . p. 193 - 201. Retrieved 2019/01/24.