54106-40-0

Usage

Uses

Used in Dye Production:
O-(o-nitrophenoxy)toluene is used as a starting material for the production of dyes, contributing to the synthesis of a variety of colorants used in different industries.
Used in Pharmaceutical Industry:
O-(o-nitrophenoxy)toluene is used as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of various medicinal compounds.
Used in Agrochemical Production:
O-(o-nitrophenoxy)toluene is used as a starting material in the production of agrochemicals, aiding in the creation of substances that protect crops and enhance agricultural productivity.

InChI:InChI=1/C13H11NO3/c1-10-6-2-4-8-12(10)17-13-9-5-3-7-11(13)14(15)16/h2-9H,1H3

Upstream product

• 95-48-7 ortho-cresol 
• 3235-09-4 potassium o-cresolate 
• 88-73-3 2-Chloronitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 1193-00-6 sodium 4-chlorophenolate 
• 95-46-5 2-methylphenyl bromide 
• 554-84-7 meta-nitrophenol 
• 23530-43-0 2-(N,N-dimethylaminosulfonyl)nitrobenzene 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 91804-44-3 2-carboxy-2'-nitrodiphenyl ether 
• 3840-18-4 2-(o-tolyloxy)aniline 
• 89914-07-8 2-bromomethyl-2'-nitrodiphenyl ether 
• 92164-06-2 2-nitro-2'-methyl diphenyl ether carboxylate 
• 59547-61-4 2-(2-nitro-phenoxy)-benzoic acid hydrazide 
• 884512-16-7 1-iodo-2-(2-tolyloxy)benzene 
• 89914-14-7 C₄₇H₄₃N₃O₈S₃ 
• 89914-12-5 4-Methyl-N,N-bis-[2-(2-nitro-phenoxy)-benzyl]-benzenesulfonamide 
• 89914-13-6 N,N-Bis-[2-(2-amino-phenoxy)-benzyl]-4-methyl-benzenesulfonamide 
• 89914-10-3 2-tosylaminomethyl-2'-tosylaminodiphenyl ether 
• 89914-09-0 2-tosylaminomethyl-2'-nitrodiphenyl ether 
• 89927-23-1 2-tosylaminomethyl-2'-aminodiphenyl ether 

Relevant academic research and scientific papers

Ligand-free copper-catalyzed O-arylation of arenesulfonamides with phenols: An unusual approach to biaryl ether synthesis

An unprecedented ligand-free copper-catalyzed O-arylation of arenesulfonamides with phenols has been developed. Thus, a range of unsysmmetric biaryl ethers were synthesized in excellent yields. The reaction occurs efficiently with excellent regioselectivity through the cleavage of Cary–S bond and with a good tolerance of functional groups on the phenyl ring of phenols. The reaction is appreciated for its readily accessible substrates, mild conditions, and simple operation under air.

Design, synthesis and antifungal activity of novel furancarboxamide derivatives

Twenty-seven novel furancarboxamide derivatives with a diphenyl ether moiety were synthesized and evaluated for their antifungal activity against Rhizoctonia solani, Botrytis cirerea, Valsa Mali and Sphaceloma ampelimum. Antifungal bioassay results indicated that most compounds had good or excellent fungicidal activities for R. solani and S. ampelimum at 20 mg L-1. Among synthesized compounds, compound 18e showed a greater inhibitory effect against S. ampelimum, with half maximal effective concentration (EC50) values of 0.020 mg L-1. This strong activity rivals currently used commercial fungicides, such as Boscalid and Carbendazim, and has great potential as a lead compound for future development of novel fungicides.

A Fast Way to Fluorescence: A Fourfold Domino Reaction to Condensed Polycyclic Compounds

A fast and efficient palladium-catalyzed fourfold domino Sonogashira/double-carbopalladation/C H-activation reaction that converts simple aromatic systems into complex polycyclic hydrocarbons has been developed. A number of substituted products has thus been prepared in yields up to 89 %. The structural assignment has been confirmed by using single-crystal X-ray crystallography. The products show intriguing fluorescence activity and thus might serve as chemical sensors or fluorescent imaging dyes.

Synthesis and enantioselective hydrogenation of seven-membered cyclic imines: Substituted dibenzo[b,f][1,4]oxazepines

Highly enantioselective hydrogenation of seven-membered cyclic imines, substituted dibenzo[b,f][1,4]oxazepines, was achieved, with up to 94% ee, by using the [Ir(COD)Cl]2/(S)-Xyl-C3*-TunePhos complex as the catalyst in the presence of morpholine-HCl.

Iron/copper-cocatalyzed ullmann N,O-arylation using FeCl3, CuO, and rac-1,1′-Binaphthyl-2,2′-diol

We have developed an efficient and inexpensive bimetallic catalyst FeCl3, CuO, and rac-BINOL that could promote N,O-arylation of aliphatic, arylamines, and phenols. The cross-coupling reaction conditions have high tolerance of various functional groups. This versatile and efficient iron/copper-cocatalyst can widely be used in the synthesis of the compounds containing (aryl)C-N or (aryl)C-O(aryl) bond. Georg Thieme Verlag Stuttgart.

Structure-based design of caspase-1 inhibitor containing a diphenyl ether sulfonamide

A series of compounds was designed and prepared as inhibitors of interleukin-1β converting enzyme (ICE), also known as caspase-1. These inhibitors, which employ a diphenyl ether sulfonamide, were designed to improve potency by forming favorable interactions between the diphenyl ether rings and the prime side hydrophobic region. An X-ray crystal structure of a representative member of the diphenyl ether sulfonamide series bound to the active site of caspase-1 was obtained.

Process for preparing nitrodiphenyl (thio) ethers

Nitrodiphenyl(thio) ethers in which the nitro group is in the ortho- or para-position with respect to the ether oxygen or ether sulphur can be prepared from halonitrobenzones in which the nitro group is in the ortho- or para-position with respect to the halogen and, alkali metal (thio)phenolates in liquid ammonia, the reaction being carried out under pressure and at a temperature from -30° C. to +140° C. and the ammonia being separated off after the reaction is completed.