4-Methoxy-3-nitrobenzonitrile

Base Information

• Chemical Name: 4-Methoxy-3-nitrobenzonitrile
• CAS No.: 33224-23-6
• Molecular Formula: C8H6N2O3
• Molecular Weight: 178.147
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40384154
• Nikkaji Number: J30.860I
• Wikidata: Q82176112
• Mol file: 33224-23-6.mol

Synonyms:4-Methoxy-3-nitrobenzonitrile;33224-23-6;3-Nitro-4-methoxybenzonitrile;Benzonitrile, 4-methoxy-3-nitro-;4-Methoxy-3-nitro-benzonitrile;5-Cyano-2-methoxynitrobenzene;SCHEMBL1939464;DTXSID40384154;ACAYRJJVKPMSIS-UHFFFAOYSA-N;AMY28549;MFCD00221439;AKOS006230163;AC-9347;AS-35462;CS-0103724;FT-0618895;J-515643

Chemical Property of 4-Methoxy-3-nitrobenzonitrile

Chemical Property:

• Vapor Pressure: 0.000169mmHg at 25°C
• Melting Point: 148-150 °C
• Refractive Index: 1.563
• Boiling Point: 330.2 °C at 760 mmHg
• Flash Point: 153.5 °C
• PSA: 78.84000
• Density: 1.32 g/cm³
• LogP: 1.99828
• Storage Temp.: Room temperature.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.03784206
• Heavy Atom Count: 13
• Complexity: 240

Purity/Quality:

98%min ^*data from raw suppliers

4-Methoxy-3-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn:Harmful
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methoxy-3-nitrobenzonitrile

There total 11 articles about 4-Methoxy-3-nitrobenzonitrile 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: 80.0%

4-methoxy-3-nitrobenzaldehyde (31680-08-7) → 4-Cyano-2-nitroanisol (33224-23-6)

Guidance literature:

4-methoxy-3-nitrobenzaldehyde; With pyridine; hydroxylamine hydrochloride; In methanol; for 24h; Reflux;

With pyridine; acetic anhydride; at 20 ℃; for 9h;

DOI:10.1016/j.ijpddr.2021.02.006

Reference yield: 73.0%

4-hydroxy-3-nitrobenzonitrile (3272-08-0) + methyl iodide (74-88-4) → 4-Cyano-2-nitroanisol (33224-23-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm901178d

Reference yield:

4-hydroxy-3-nitrobenzonitrile (3272-08-0) + dimethyl sulfate (77-78-1) → 4-Cyano-2-nitroanisol (33224-23-6)

Guidance literature:

With potassium carbonate; In water; acetonitrile;

upstream raw materials:

4-chloro-3-nitrobenzonitrile

sodium methylate

4-methoxy-3-nitro-benzaldehyde-(O-phenylcarbamoyl oxime )

diazomethane

Downstream raw materials:

4-hydrazino-3-nitro-benzonitrile

3-amino-4-methoxybenzonitrile

tert-butyl (5-bromobenzo[d]thiazol-2-yl)(5-cyano-2-methoxyphenyl)carbamate

(5-cyano-2-methoxy-phenyl)-thiourea

Refernces

• 1、 Bakunov, Stanislav A.,Bakunova, Svetlana M.,Wenzler, Tanja,Ghebru, Maedot,Werbovetz, Karl A.,Brun, Reto,Tidwell, Richard R.. "Synthesis and antiprotozoal activity of cationic 1,4-diphenyl-1H-1,2,3- triazoles". experimental part. p. 254 - 272. Retrieved 2010/05/02.
• 2、 -. "Benzopyran derivatives". . . Retrieved 2008/06/13.