102362-02-7

Basic information

• Product Name: Benzonitrile, 4-acetyl-2-methoxy-
• CAS NO: 102362-02-7
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Mol File: 102362-02-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-acetyl-2-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-acetyl-2-methoxy-(102362-02-7)
• EPA Substance Registry System: Benzonitrile, 4-acetyl-2-methoxy-(102362-02-7)

Safety Data

• Hazardous Substances Data: 102362-02-7(Hazardous Substances Data)

Usage

Description

Benzonitrile, 4-acetyl-2-methoxy-, also known as 4'-acetyl-2'-methoxybenzonitrile, is a chemical compound with the molecular formula C10H9NO2. It is a derivative of benzonitrile, containing an acetyl group and a methoxy group. This versatile chemical is commonly used in organic synthesis and pharmaceutical research as a starting material for the production of various pharmaceuticals. Its potential pharmacological and biological activities make it a valuable compound for the development of new drugs. Furthermore, it has been studied for its potential use as a fluorescent probe in biological imaging.

Uses

Used in Pharmaceutical Research:
Benzonitrile, 4-acetyl-2-methoxy-, is used as a starting material in pharmaceutical research for the production of various pharmaceuticals. Its unique structure and potential pharmacological and biological activities make it a valuable compound for the development of new drugs.
Used in Organic Synthesis:
Benzonitrile, 4-acetyl-2-methoxy-, is used in organic synthesis to create a variety of chemical compounds. Its versatile structure allows for the formation of different molecules with potential applications in various industries.
Used in Biological Imaging:
Benzonitrile, 4-acetyl-2-methoxy-, has been studied for its potential use as a fluorescent probe in biological imaging. Its unique properties make it a promising candidate for imaging applications, aiding in the study of biological processes and the development of new diagnostic tools.

Upstream product

• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 330793-38-9 4-bromo-2-methoxybenzonitrile 
• 111-34-2 -butyl vinyl ether 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 66338-51-0 4-ethanoyl-2-methoxyphenyl methanesulfonate 
• 102362-00-5 4-Cyano-3-methoxybenzoic acid 
• 2486-69-3 3-methoxy-4-aminobenzoic acid 
• 102362-01-6 3-Methoxy-4-cyanobenzoyl chloride 
• 87796-67-6 Lithium bis (trimethylsilyl) malonate 
• 22106-40-7 1-(4-amino-3-methoxyphenyl)ethan-1-one 

Downstream Products

• 130179-76-9 2-(4-Acetyl-2-methoxyphenyl)-1H-imidazo<4,5-c>pyridine 
• 102362-05-0 4-Acetyl-2-methoxy-benzoyl chloride 
• 102362-04-9 4-Acetyl-2-methoxybenzoic acid 

Relevant articles and documents

Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution

Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SNAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore, computational studies provide a model for predicting regioselectivity and chemoselectivity in competitive C-H and C-O cyanation of methoxyarene cation radicals.

A mild and efficient palladium-catalyzed cyanation of aryl mesylates in water or tBuOH/water

Cool and compatible: Aryl mesylates and tosylates underwent palladium-catalyzed cyanation under mild, aqueous conditions at 65-80°C (see scheme). In many cases, water could be used as the reaction medium without a cosolvent, and a variety of substituents R, such as keto, aldehyde, ester, free amine, and nitrile groups, remained intact during the transformation. Cy=cyclohexyl, Ms=methanesulfonyl, Ts=p-toluenesulfonyl.

SUBSTITUENT EFFECTS IN AROMATIC PHOTOCHEMISTRY: UV IRRADIATION OF 3,4-DIMETHOXYBENZONITRILE AND 3,4-DIMETHOXYACETOPHENONE IN THE PRESENCE OF INORGANIC ANIONS

Ultraviolet photolysis of 3,4-dimethoxybenzonitrile (Ia) and 3,4-dimethoxyacetophenone (IIa) in the presence of the hydroxide or cyanide anions leads to nucleophilic displacement of either the para or the meta methoxy substituent.The ratio of isomeric photoproducts is dependent upon the nature of the nucleophile.Photoreactions with the OH(-) anion leads exclusively to the substitution at C-3.On the other hand, both isomers are formed when acetophenone IIa is irradiated in the presence of CN(-), with the C-3/C-4 ratio ranging from 1:2 to 1:6 in dependence on the nucleophile concentration.These difference between the OH(-) and CN(-) anion are related to the results of a fluorescence quenching study which has revealed that only the observed for the quenching of the second excited state of Ia by the cyanide anion.This indicates several distinct quenching modes, in relation to the concentration dependence of regioselectivity.The activating power of -H, -CN, -COCH3, and -NO2 substituents, as measured by relative quantum yields of disappearance for 3,4-dimethoxy-R-substituted benzenes, is 1 : 2.5 : 5 : 580 and 1 : 1.5 : 6 : 1000 in their photoreactions with OH(-) and CN(-) anions, respectively.