13730-09-1

Usage

Uses

Used in Organic Synthesis:
2,5-Dimethylbenzonitrile is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,5-Dimethylbenzonitrile is used as an intermediate in the synthesis of various drugs, aiding in the development of new medicinal compounds.
Used in Dye Manufacturing:
2,5-Dimethylbenzonitrile is employed in the production of dyes, where it serves as a key component in the synthesis of colorants for various applications.
Used in Fine Chemicals Production:
2,5-DIMETHYLBENZONITRILE is also utilized in the creation of other fine chemicals, where its unique properties contribute to the development of specialty products in various industries.

InChI:InChI=1/C9H9N/c1-7-3-4-8(2)9(5-7)6-10/h3-5H,1-2H3

Upstream product

• 95-78-3 2,5-Dimethylaniline 
• 544-92-3 copper(I) cyanide 
• 610-72-0 2,5-dimethylbenzoic acid 
• 1122-42-5 2-iodo-p-xylene 
• 860998-51-2 2,2,2-trichloro-1-(2,5-dimethyl-phenyl)-ethanone-imine 
• 625-86-5 2,5-dimethylfuran 
• 107-13-1 acrylonitrile 
• 553-94-6 4-bromo-m-xylene 
• 53957-33-8 2,5-dimethylbenzyl alcohol 
• 143-33-9 sodium cyanide 
• 106-42-3 para-xylene 
• 506-78-5 cyanogen iodide 
• 5779-94-2 2,5-dimethylbenzaldehyde 
• 330660-35-0 silver cyanide 

Downstream Products

• 502930-49-6 2,5-dimethyl-α-phenylbenzenemethanimine 
• 610-72-0 2,5-dimethylbenzoic acid 
• 844-30-4 2,5-Dimethyl-3'-trifluormethyl-benzophenon 
• 174534-15-7 1-amino-3,4-dihydro-3,7-dimethyl-2-naphthalenecarbonitrile 
• 160039-16-7 2-cyano-1,4-bis(bromomethyl)benzene 
• 90417-23-5 2,5-dimethyl-6-nitrobenzonitrile 
• 73713-69-6 2,5-Dimethyl-4-nitrobenzonitrile 
• 625112-45-0 2,5-dimethyl-3-nitrobenzonitrile 
• 233604-29-0 (E)-3-[5-(2,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]propenoic acid 
• 2142-73-6 1-(2,5-dimethylphenyl)-1-ethanone 
• 5779-94-2 2,5-dimethylbenzaldehyde 
• 872362-68-0 N'-hydroxy-2,5-dimethylbenzamidine 

Relevant academic research and scientific papers

Synergy between heterogeneous catalysis and microwave irradiation in an efficient one-pot synthesis of benzene derivatives via ring-opening of Diels-Alder cycloadducts of substituted furans

The use of silica-supported Lewis acids as catalysts under microwave irradiation promotes regiospecific opening of the 7-oxa bridge of Diels-Alder cycloadducts, producing the corresponding arenes in a single step. This rapid and efficient procedure permits the synthesis of 1,2-, 1,2,4- and 1,2,3,4-substituted benzenes by reaction of 2,5-dimethylfuran (1), 2-methoxyfuran (2) and 2-ethylfuran (3) with dienophiles such as acrylonitrile, methyl acrylate, N-methylmaleimide and fumaronitrile.

Nitrosation of Cyanamide: Preparation and Properties of the Elusive E- and Z-N'-Cyanodiazohydroxides

Nitrosation of cyanamide leads to unstable E/Z-cyanodiazohydroxides that easily deprotonate to E/Z-cyanodiazotates. Pursuing observations of E. Drechsel 145 years ago, the structure and reactivity of those products was determined, mainly in aqueous solution. Depending on the pH, three different thermal decomposition pathways give either N2O + HCN or N2 + HNCO. They were evaluated experimentally and by quantum mechanical calculations.

Transformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile, and iodine under metal cyanide-free conditions

Various aromatic nitriles could be obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with molecular iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeds through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

DIELS- ALDER RING-OPENING PROCESS

The invention is directed to a process for the ring-opening of a cycloadduct of formula I obtainable from a reaction of a furanic compound and a diene, said process comprising contacting the cycloadduct with an acidic mixture comprising sulfuric acid and an activating agent to obtain a ring-opened product. The present invention is particularly directed a continuous process.

Ligand-Promoted Non-Directed C?H Cyanation of Arenes

This article reports the first example of a 2-pyridone accelerated non-directed C?H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (kH/kD=4.40) indicates that the C?H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

Sulfuryl Fluoride Mediated Conversion of Aldehydes to Nitriles

Aliphatic, aromatic, and heteroaromatic aldehydes were readily converted to corresponding nitriles in a one-pot reaction sequence with hydroxylamine and sulfuryl fluoride. The reaction proceeds at room temperature, does not require metal catalysts and special precautions, and produces nitriles in excellent yields. It is compatible with a variety of functional groups, can be performed in aqueous and organic solvents, and is readily scalable to multigram quantities. Mild conditions and high selectivity of the reaction enabled the construction of polyfunctional probes containing nitrile, alkyne, azide, and fluorosulfate groups for further orthogonal derivatization.

Method for synthesizing aromaticnitrile by using metalloporphyrin to catalyze aromatic olefin

The invention discloses a method for synthesizing aromaticnitrile by using metalloporphyrin to catalyze aromatic olefin. The method is characterized in that an aromatic alkene compound or an aromaticheterocyclic alkene compound and nitrite are reacted to generate an aromaticnitrile compound or an aromatic heterocyclic nitrile compound under the catalyzing function of the metalloporphyrin by a one-step method in air atmosphere and an acid solution system. The method has the advantages that (1) the reaction conditions are moderate, the operation is simple, the control is easy, and the yield rate is higher; (2) the high-efficiency metalloporphyrin catalyst is used, but the poisonous CN (carbon-nitrogen) negative ion reagent is not used, so that the pollution to the environment is decreased;(3) the prices of raw materials, nitrogen sources, acid reagents and the like are low, the obtaining is easy, the production cost is obviously reduced, and the method can be popularized and applied toindustrialized production.

Design, synthesis and biological evaluation of novel 4-(2-fluorophenoxy)quinoline derivatives as selective c-Met inhibitors

Two novel series of 6,7-disubstituted-4-(2-fluorophenoxy)quinoline derivatives bearing 1H-imidazole-4-carboxamido or (E)-3-hydrosulfonylacrylamido motifs (16–31 and 32–42) were designed, synthesized and evaluated for their in vitro cytotoxic activity. Most of the compounds exhibited moderate to excellent potency against tested three cell lines, and fifteen compounds were further examined for their inhibitory activity against c-Met kinase. The most promising compound 16 (c-Met kinase [IC50]?=?1.1?nM) demonstrated high selectivity and remarkable cytotoxicity against HT-29, MKN-45 and A549 cells with IC50values of 0.08, 0.22 and 0.07?μM, which were 3.1-, 1.4- and 2.1-fold more active than Foretinib. The preliminary structure-activity relationships as well as molecular docking disclosed that 1H-imidazole-4-carboxamido as a linker was of great importance for the antitumor activity.

Direct synthesis of nitriles from cleavage of C=C double bond with nitrite as the nitrogen source and oxidant

The transformation of the C=C bond of olefin to nitriles has been developed, using easily available NaNO2 as both the nitrogen source and oxidant. Several aryl, heterocyclic nitriles with various substituting groups could be successfully prepared in good to high yields. Based upon experimental observations, a possible reaction mechanism is proposed.

METHOD FOR PRODUCING NITRILE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing a nitrile compound capable of obtaining a nitrile compound in a short time and at a low temperature, while maintaining a high yield. SOLUTION: There is provided a method for producing a nitrile compound using a compound having a hydroxymethylene group as a raw material. The nitrile compound is obtained by mixing and reacting an aliphatic compound or an aromatic compound having a hydroxymethylene group with a N-nitrosyl compound, an oxidant, an iodinating agent and ammonia water. COPYRIGHT: (C)2015,JPO&INPIT