1-Methylindole-3-acetonitrile

Base Information

• Chemical Name: 1-Methylindole-3-acetonitrile
• CAS No.: 51584-17-9
• Molecular Formula: C11H10N2
• Molecular Weight: 170.214
• Hs Code.: 2933990090
• European Community (EC) Number: 821-773-8
• DSSTox Substance ID: DTXSID30442994
• Nikkaji Number: J834.535J
• Wikidata: Q72491870
• Mol file: 51584-17-9.mol

Synonyms:51584-17-9;1-Methylindole-3-acetonitrile;2-(1-methyl-1H-indol-3-yl)acetonitrile;1-Methyl indole-3-acetonitrile;2-(1-methylindol-3-yl)acetonitrile;(1-methyl-1H-indol-3-yl)acetonitrile;MFCD09038157;2-(1-Methyl-3-indolyl)acetonitrile;1H-Indole-3-acetonitrile, 1-methyl-;1-Methyl-3-indolylacetonitrile;SCHEMBL5645566;DTXSID30442994;DHAXZZYQEUESTH-UHFFFAOYSA-N;1-Methyl-1H-indole-3-acetonitrile;STL218662;AKOS005146229;FS-3760;SB15044;AC-22978;SY034356;A7605;AM20040606;FT-0651626;EN300-190680;Q-101893;Z1198184446

Chemical Property of 1-Methylindole-3-acetonitrile

Chemical Property:

• Appearance/Colour: Yellowish solid or liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 58-59 °C
• Refractive Index: 1.591
• Boiling Point: 354.5 °C at 760 mmHg
• Flash Point: 168.2 °C
• PSA: 28.72000
• Density: 1.069 g/cm³
• LogP: 2.24438
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

1-Methylindole-3-acetonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C2=CC=CC=C21)CC#N

Technology Process of 1-Methylindole-3-acetonitrile

There total 3 articles about 1-Methylindole-3-acetonitrile 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: 52.0%

N-methyl-N-(o-chlorophenyl)-4-amino-2-butenenitrile (101195-40-8,101195-41-9) → 1-methyl-1H-indole-3-acetonitrile (51584-17-9) + N-methyl-N-(3-cyanopropyl)-o-chloroaniline (101195-50-0) + 1-methyl-2,3-dihydroindole-3-acetonitrile (101195-49-7)

Guidance literature:

With tetrakis(triphenylphosphine)nickel⁽⁰⁾; In toluene; at 70 - 80 ℃; for 5h;

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + 1-methylgramine methiodide (19260-05-0) → 1,3-dimethyl-indole-2-carbonitrile (64254-02-0) + 1-methyl-1H-indole-3-acetonitrile (51584-17-9)

Guidance literature:

DOI:10.1021/ja01185a061

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + water (7732-18-5) + 1-methylgramine methiodide (19260-05-0) → 1,3-dimethyl-indole-2-carbonitrile (64254-02-0) + 1-methyl-1H-indole-3-acetonitrile (51584-17-9)

Guidance literature:

DOI:10.1021/ja01185a061

upstream raw materials:

sodium cyanide

1-methylgramine methiodide

N-methyl-N-(o-chlorophenyl)-4-amino-2-butenenitrile

water

Downstream raw materials:

1,3-dimethylindole

2-(1-methyl-1H-indol-3-yl)ethylamine

1-methylindole-3-acetamide

1-(1-Methyl-1H-indol-3-yl)-cyclohexanecarbonitrile