4-(2-Nitrovinyl)-1H-indole

Base Information

• Chemical Name: 4-(2-Nitrovinyl)-1H-indole
• CAS No.: 49839-99-8
• Molecular Formula: C10H8N2O2
• Molecular Weight: 188.186
• Hs Code.: 2933990090
• European Community (EC) Number: 634-890-2
• DSSTox Substance ID: DTXSID901300163
• Wikidata: Q76423032
• Mol file: 49839-99-8.mol

Synonyms:3-(2-nitrovinylindole)

Chemical Property of 4-(2-Nitrovinyl)-1H-indole

Chemical Property:

• Vapor Pressure: 1.95E-06mmHg at 25°C
• Melting Point: 161-163 °C
• Refractive Index: 1.734
• Boiling Point: 406.1°C at 760 mmHg
• PKA: 16.13±0.30(Predicted)
• Flash Point: 199.4°C
• PSA: 61.61000
• Density: 1.352
• LogP: 2.93850
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

99.9% ^*data from raw suppliers

4-(2-Nitrovinyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CNC2=C1)C=C[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=C2C=CNC2=C1)/C=C/[N+](=O)[O-]

Technology Process of 4-(2-Nitrovinyl)-1H-indole

There total 4 articles about 4-(2-Nitrovinyl)-1H-indole 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: 95.0%

4-formyl indole (1074-86-8) + nitromethane (75-52-5) → 4-(2-nitrovinyl)indole (49839-99-8,851192-48-8)

Guidance literature:

With ammonium acetate;

DOI:10.1016/S0960-894X(98)00138-3

Reference yield: 86.0%

4-formyl indole (1074-86-8) + nitromethane (75-52-5) → 4-(2-nitroethenyl)-1H-indole (49839-99-8,851192-48-8)

Guidance literature:

With ammonium acetate; at 100 ℃; for 2h;

DOI:10.1021/jo00199a004

Reference yield:

(1H-indol-4-yl)methanol (1074-85-7) → 4-(2-nitrovinyl)indole (49839-99-8,851192-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / MnO₂

2: 95 percent / NH₄OAc

With manganese(IV) oxide; ammonium acetate;

DOI:10.1016/S0960-894X(98)00138-3

upstream raw materials:

4-formyl indole

nitromethane

(1H-indol-4-yl)methanol

methyl 1H-indole-4-carboxylate

Downstream raw materials:

2-(1H-indol-4-yl)ethan-1-amine

4-<2-(N,N-di-n-propylamino)ethyl>indole

Ropinirole

4-(dimethylamino)-1,3,4,5-tetrahydrobenzindole