2-Methoxy-3,5-dinitrobenzonitrile

Base Information

• Chemical Name: 2-Methoxy-3,5-dinitrobenzonitrile
• CAS No.: 19019-04-6
• Molecular Formula: C8H5 N3 O5
• Molecular Weight: 223.145
• Hs Code.: 2926909090
• European Community (EC) Number: 242-757-1
• DSSTox Substance ID: DTXSID20172495
• Nikkaji Number: J30.858G
• Wikidata: Q83042607
• Mol file: 19019-04-6.mol

Synonyms:2-Methoxy-3,5-dinitrobenzonitrile;19019-04-6;EINECS 242-757-1;2-Cyano-4,6-dinitroanisole;SCHEMBL9736340;DTXSID20172495;C8-H5-N3-O5;STK377460;AKOS005449110;A4277

Chemical Property of 2-Methoxy-3,5-dinitrobenzonitrile

Chemical Property:

• Vapor Pressure: 3.1E-06mmHg at 25°C
• Boiling Point: 388.3°Cat760mmHg
• Flash Point: 188.6°C
• PSA: 124.66000
• Density: 1.52g/cm³
• LogP: 2.42968
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 223.02292027
• Heavy Atom Count: 16
• Complexity: 338

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C#N

Technology Process of 2-Methoxy-3,5-dinitrobenzonitrile

There total 9 articles about 2-Methoxy-3,5-dinitrobenzonitrile 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%

2-methoxy-benzonitrile (6609-56-9) → 2-Methoxy-3,5-dinitrobenzonitrile (19019-04-6)

Guidance literature:

With sulfuric acid; nitric acid; In 1,2-dichloro-ethane; at 40 - 50 ℃; for 1h; Solvent;

Reference yield: 39.0%

3,5-dinitrobenzonitrile (4110-35-4) + potassium methanolate (865-33-8) → 2-Methoxy-3,5-dinitrobenzonitrile (19019-04-6)

Guidance literature:

In various solvent(s); at 20 ℃; for 8h;

DOI:10.1039/a909675b

Reference yield:

tetraethylammoniumcyanide (13435-20-6) + 1-methoxy-2,4,6-trinitrobenzene (606-35-9) → 3-methoxy-2,4,6-trinitrobenzonitrile (1332882-63-9) + 1-cyano-2,4,6-trinitrobenzene (37841-25-1) + 2-Methoxy-3,5-dinitrobenzonitrile (19019-04-6)

Guidance literature:

tetraethylammoniumcyanide; 1-methoxy-2,4,6-trinitrobenzene; In N,N-dimethyl-formamide; Inert atmosphere; Ionic liquid;

In N,N-dimethyl-formamide; Electrochemical reaction; Inert atmosphere; Ionic liquid;

DOI:10.1039/c1gc15303j

upstream raw materials:

2-methoxy-5-nitrobenzylnitrile

3,5-dinitrobenzonitrile

potassium methanolate

tetraethylammoniumcyanide

Downstream raw materials:

1-amino-2-cyano-4,6-dinitrobenzene

2-methylamino-3,5-dinitro-benzonitrile

Refernces

• 1、 Cruz, Hugo,Gallardo, Iluminada,Guirado, Gonzalo. "Electrochemically promoted nucleophilic aromatic substitution in room temperature ionic liquids - An environmentally benign way to functionalize nitroaromatic compounds". experimental part. p. 2531 - 2542. Retrieved 2011/10/19.
• 2、 Castilho, Paula C. M. F.,Crampton, Michael R.,Yarwood, Jack. "Competition between Methoxide Attack at Ring-Carbon and at the Cyano-Group of Cyanonitroanisoles. The Effects of Cations.". . p. 2801 - 2815. Retrieved 2007/10/02.