38469-83-9

Basic information

• Product Name: 4-METHOXY-2-NITROBENZONITRILE
• Synonyms: 4-METHOXY-2-NITROBENZONITRILE;2-nitro-4-Methoxybenzonitrile
• CAS NO: 38469-83-9
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14
• Product Categories: Aromatic Nitriles;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C8 to C9;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 38469-83-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 137-140 °C(lit.)
• Boiling Point: 364.5 °C at 760 mmHg
• Flash Point: 174.3 °C
• Appearance: White to beige/Crystalline Powder
• Density: 1.32 g/cm³
• Vapor Pressure: 1.67E-05mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-METHOXY-2-NITROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-2-NITROBENZONITRILE(38469-83-9)
• EPA Substance Registry System: 4-METHOXY-2-NITROBENZONITRILE(38469-83-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 38469-83-9(Hazardous Substances Data)

Usage

Uses

4-Methoxy-2-nitrobenzonitrile may be used to synthesize, 4-methoxy-N′-(4-methoxyphenyl)-2-nitrobenzene-1-carboximidamideby heating with p-anisidine and trimethylaluminium in toluene.

General Description

4-Methoxy-2-nitrobenzonitrile can be prepared by reacting 3-nitro-4-bromoanisole with cuprous cyanide in dimethylformamide.

InChI:InChI=1/C8H6N2O3/c1-13-7-3-2-6(5-9)8(4-7)10(11)12/h2-4H,1H3

Upstream product

• 143-33-9 sodium cyanide 
• 96-96-8 4-methoxy-2-nitroaniline 
• 151-50-8 potassium cyanide 
• 544-92-3 copper(I) cyanide 
• 5344-78-5 4-bromo-3-nitroanizole 
• 33844-21-2 2-nitro-4-methoxybenzoic acid 
• 13472-08-7 azobis(2-cyanobutane) 
• 109-77-3 malononitrile 
• 446-09-3 2-bromo-5-fluoronitrobenzene 
• 364-78-3 2-nitro-4-fluoroaniline 
• 364-74-9 1,4-difluoro-2-nitrobenzene 
• 124-41-4 sodium methylate 
• 80517-21-1 4-fluoro-2-nitrobenzonitrile 
• 10298-80-3 2-chloro-5-methoxynitrobenzene 

Downstream Products

• 67567-41-3 4-methoxy-2-nitrobenzylamine 
• 1422548-63-7 C₁₇H₁₃N₃OS 
• 1422548-64-8 C₁₈H₁₅N₃OS 
• 1422548-65-9 C₁₈H₁₅N₃OS 
• 1422548-66-0 C₁₈H₁₅N₃O₂S 
• 1422548-67-1 C₁₉H₁₇N₃O₃S 
• 1422548-68-2 C₁₉H₁₇N₃O₃S 
• 1422548-69-3 C₂₀H₁₉N₃O₄S 
• 1422548-72-8 C₁₇H₁₂FN₃OS 
• 1422548-73-9 C₁₇H₁₂BrN₃OS 
• 1422548-74-0 C₁₇H₁₂ClN₃OS 
• 1422548-75-1 C₁₇H₁₂ClN₃OS 
• 1422548-76-2 C₁₇H₁₂ClN₃OS 
• 1422548-77-3 C₁₇H₁₁Cl₂N₃OS 

Relevant articles and documents

Reactivity of several deactivated 3-aminobenzo[b]thiophenes in the Buchwald-Hartwig C-N coupling. Scope and limitations

Di(hetero)arylamines were prepared in moderate to high yields by Buchwald-Hartwig C-N coupling of bromobenzenes bearing electron-withdrawing groups and of a bromobiphenyl with several methyl 3-aminobenzo[b]thiophene-2-carboxylates, using the coupling cond

Method for synthesizing aryl cyanide by taking aryl carboxylic acid as raw material

The invention discloses a method for synthesizing aryl cyanide by taking aryl carboxylic acid as a raw material, which is characterized in that aryl cyanide is synthesized by taking aryl carboxylic acid as a raw material, taking a combination of NH4X and N, N-dimethylformamide as a cyanide source and taking silver sulfate and copper acetate as catalysts under the action of acid and oxygen. Compared with a conventional aryl cyanide synthesis method, the method disclosed by the invention has the advantages that reaction raw materials (aryl carboxylic acid, NH4X and N, N-dimethylformamide) are cheap and easy to obtain, and the dosage of a metal catalyst is small; meanwhile, oxygen is used as an oxidizing agent, so that the method has the obvious advantages of small environmental pollution, good tolerance to various functional groups on an aromatic ring, high yield and the like; the method disclosed by the invention can be widely applied to synthesis of medicines, functional materials, natural products and other fields in the industry and academic circles.

Ag/Cu-mediated decarboxylative cyanation of aryl carboxylic acids with K4Fe(CN)6 under aerobic conditions

A method for facile synthesis of aryl nitriles has been well established via Ag/Cu-mediated decarboxylative cyanation of benzoic acids with K4Fe(CN)6 under aerobic conditions. The approach of using readily accessible aryl carboxylic acids and green K4Fe(CN)6 as starting material provides a feasible alternative to previous cyanation protocols. Control experiments revealed the key role of Cu for the process and excluded the possibility of a radical mechanism for the transformation.