Schubert, Thomas’s team published research in Synthesis in 1999 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Safety of 2-Methoxy-6-methylbenzonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Schubert, Thomas; Kula, Maria-Regina; Muller, Michael published their research in Synthesis on December 31 ,1999. The article was titled 《Chemoenzymic synthesis of (S)-8-O-methylmellein by Candida parapsilosis carbonyl reductase》.Safety of 2-Methoxy-6-methylbenzonitrile The article contains the following contents:

Screening of various ortho-substituted (2-oxopropyl)benzene derivatives with carbonyl reductases and alc. dehydrogenases, resp., revealed that compounds containing ortho-substituents with only little steric demand are feasible substrates. (S)-8-O-methylmellein was synthesized by stereoselective enzymic reduction of 2-methoxy-6-(2-oxopropyl)benzonitrile with Candida parapsilosis carbonyl reductase as the key step, and completed by a 1-step hydrolysis and intramol. cyclization. After reading the article, we found that the author used 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Safety of 2-Methoxy-6-methylbenzonitrile)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Safety of 2-Methoxy-6-methylbenzonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Wu’s team published research in Journal of Organic Chemistry in 2012 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Product Details of 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Product Details of 53005-44-0On September 21, 2012 ,《Pd(OAc)2-Catalyzed Alkoxylation of Arylnitriles via sp2 C-H Bond Activation Using Cyano as the Directing Group》 was published in Journal of Organic Chemistry. The article was written by Li, Wu; Sun, Peipei. The article contains the following contents:

A Pd(OAc)2-catalyzed ortho-alkoxylation of arylnitrile was described. Using cyano as a directing group, the aromatic C-H bond can be functionalized efficiently to generate ortho-alkoxylated arylnitrile derivatives with moderate yields. The optimal reaction conditions were identified after examining various factors such as oxidant, solvent, and reaction temperature The method was compatible to the arylnitriles with either electron-withdrawing or electron-donating groups. The experimental process involved the reaction of 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Product Details of 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Product Details of 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Aslani, F.’s team published research in South African Journal of Botany in 2015 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Recommanded Product: 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Recommanded Product: 53005-44-0On September 30, 2015 ,《Phytotoxic interference of volatile organic compounds and water extracts of Tinospora tuberculata Beumee on growth of weeds in rice fields》 was published in South African Journal of Botany. The article was written by Aslani, F.; Juraimi, A. S.; Ahmad-Hamdani, M. S.; Alam, M. A.; Hashemi, F. S. Golestan; Omar, D.; Hakim, M. A.. The article contains the following contents:

Tinospora tuberculata Beumee is an aromatic shrub with pharmacol. properties and belongs to the Menispermaceae family. We assessed T. tuberculata for its ability to suppress growth of weeds in rice fields. In seedling bioassays, the rate of seed germination and the radicle and hypocotyl lengths of barnyardgrass, rice and weedy rice seedlings were reduced as the concentration of aqueous water extracts and volatile organic compounds increased compared to the control. In a glasshouse experiment, T. tuberculata leaf powder also exhibited effective reduction in the emergence and growth of weeds in rice fields. Applications at rates of 4 t ha- 1 completely suppressed emergence of barnyardgrass, sprangletop and smallflower umbrella. The chem. compositions of extracts and volatiles were analyzed by GC-MS and HS-SPME-GC-MS. The results showed that 7 of 43 components in the leaf aqueous extract, as compared to 5 of 15 compounds in the stem aqueous extract, are known to be toxic compounds Moreover, eight main volatile organic compounds were identified, which accounted for 97 and 95% of the whole fresh and dry leaf volatiles, resp. We observed qual. and quant. differences in the compounds present in the dry and fresh leaf. Confocal laser scanning microscope images showed that the volatile emissions and aqueous extracts also inhibited the main root diameter, and the number and elongation of root hairs of tested weeds in rice fields. These results suggest that T. tuberculata contains a significant source of plant growth inhibitors. Hence, it can be used as a mulch to suppress weeds in rice fields and for developing new herbicide based on phytotoxic compounds release by this plant. In the experimental materials used by the author, we found 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Recommanded Product: 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Recommanded Product: 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yoshida, Kunihisa’s team published research in Journal of Organic Chemistry in 1975 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. COA of Formula: C9H9NO Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

《Anodic oxidations. VII. Nuclear cyanation of methylanisoles》 was published in Journal of Organic Chemistry in 1975. These research results belong to Yoshida, Kunihisa; Shigi, Masataka; Fueno, Takayuki. COA of Formula: C9H9NO The article mentions the following:

Addnl. data considered in abstracting and indexing are available from a source cited in the original document. Electrochem. oxidation of methylanisoles in MeOH containing NaCN was investigated. The anodic cyanation in MeOH is compared to anodic cyanation in MeCn containing Et4NCN. In the cases of o- and m-substituted methylanisoles, nuclear cyanation took place preferentially. With p-methylanisole [104-93-8], side chain methoxylation surpassed nuclear cyanation. The data obtained are compared with those of other electron-transfer reactions such as the anodic acetoxylation and the acetoxylation and chlorination by metal oxidizing agents. Factors controlling the competition between nuclear and side-chain substitution in alkyl aromatic compounds are ascribable to the degree of pos. charge on the aromatic C atoms in the cation radicals as well as the nucleophilicity of attacking agents. The experimental process involved the reaction of 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0COA of Formula: C9H9NO)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. COA of Formula: C9H9NO Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fisher, Lawrence E.’s team published research in Journal of Organic Chemistry in 1992 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. HPLC of Formula: 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

《Heteroatom-directed metalation. Lithiation of N-propenylbenzamides and N-propenyl-o-toluamides. Novel routes to ortho-substituted primary benzamide derivatives and N-unsubstituted isoquinolin-1(2H)-ones》 was written by Fisher, Lawrence E.; Muchowski, Joseph M.; Clark, Robin D.. HPLC of Formula: 53005-44-0 And the article was included in Journal of Organic Chemistry on April 24 ,1992. The article conveys some information:

Reaction of N-propenylbenzamides obtained by LDA-induced isomerization of the corresponding N-allylbenzamides with 2 equiv of sec-BuLi or tert-BuLi at low temperature regiospecifically generates the highly reactive N,ortho-dilithiated species. These dilithio species react with numerous electrophilic reagents, including alkyl halides, giving adducts which on hydrolysis with warm 50% aqueous acetic acid are converted into ortho-substituted primary benzmides in excellent yields. ortho-Lithiation of N-propenylbenzamides is thus formally equivalent to ortho-lithiation of primary benzamides. The utility of this synthetic operation is exemplified by the synthesis of 2-methoxy-6-methylbenzoic acid and 2-methoxy-6-methylbenzonitrile from N-propenyl-2-methoxybenzamide. After reading the article, we found that the author used 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0HPLC of Formula: 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. HPLC of Formula: 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hayrapetyan, Davit’s team published research in Chemistry – A European Journal in 2018 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Recommanded Product: 53005-44-0

《Electrochemical C-H Cyanation of Electron-Rich (Hetero)Arenes》 was published in Chemistry – A European Journal in 2018. These research results belong to Hayrapetyan, Davit; Rit, Raja K.; Kratz, Markus; Tschulik, Kristina; Goossen, Lukas J.. Recommanded Product: 53005-44-0 The article mentions the following:

A straightforward method for the electrochem. C-H cyanation of arenes and heteroarenes that proceeds at room temperature in MeOH, with NaCN as the reagent in a simple, open, undivided electrochem. cell to afford aryl nitriles was reported. The platinum electrodes were passivated by adsorbed cyanide, which allowed conversion of an exceptionally broad range of electron-rich substrates all the way down to dialkyl arenes. The cyanide electrolyte could be replenished with HCN, opening opportunities for salt-free industrial C-H cyanation. In the part of experimental materials, we found many familiar compounds, such as 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Recommanded Product: 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Recommanded Product: 53005-44-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Toop, Hamish D.’s team published research in Angewandte Chemie, International Edition in 2017 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Related Products of 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

In 2017,Angewandte Chemie, International Edition included an article by Toop, Hamish D.; Brusnahan, Jason S.; Morris, Jonathan C.. Related Products of 53005-44-0. The article was titled 《Concise Total Synthesis of Dioncophylline E through an ortho-Arylation Strategy》. The information in the text is summarized as follows:

The first total synthesis of the potent antimalarial 7,3′-linked naphthylisoquinoline alkaloid dioncophylline E (I) has been completed. The synthesis proceeds in 12 steps (longest linear sequence) and in 15 % overall yield. Key transformations include an ortho-arylation of a naphthol with an aryllead triacetate to construct the sterically hindered biaryl bond, and a three-step sequence to stereoselectively generate the trans-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline moiety. In the experiment, the researchers used 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Related Products of 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Related Products of 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bryan, Marian C.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2012 | CAS: 53005-44-0

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Safety of 2-Methoxy-6-methylbenzonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

In 2012,Bioorganic & Medicinal Chemistry Letters included an article by Bryan, Marian C.; Biswas, Kaustav; Peterkin, Tanya A. N.; Rzasa, Robert M.; Arik, Leyla; Lehto, Sonya G.; Sun, Hong; Hsieh, Feng-Yin; Xu, Cen; Fremeau, Robert T.; Allen, Jennifer R.. Safety of 2-Methoxy-6-methylbenzonitrile. The article was titled 《Chromenones as potent bradykinin B1 antagonists》. The information in the text is summarized as follows:

A series of fused 6,6-bicyclic chromenones was investigated for activity against the bradykinin B1 receptor. SAR studies based on a pharmacophore model revealed compounds with high affinity for both human and rabbit B1. These compounds demonstrated favorable pharmacokinetic properties and 5-chlorochromenone I was efficacious in a carrageenan-induced mech. hyperalgesia model for chronic pain. The experimental part of the paper was very detailed, including the reaction process of 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Safety of 2-Methoxy-6-methylbenzonitrile)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Safety of 2-Methoxy-6-methylbenzonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some tips on C9H9NO

The chemical industry reduces the impact on the environment during synthesis 2-Methoxy-6-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Application of 53005-44-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 53005-44-0, name is 2-Methoxy-6-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 146 1-(2-methoxy-6-methylphenyl)-2-phenylethanone: To intermediate 145 (5.0 g, 34.03 mmol) in THF (50 ml), benzylmagnesium chloride (34 ml, 2M in THF, 68.02 mmol) was added at 0 C. over 30 min and heated to reflux for 15 h. The reaction mixture was cooled to room temperature, 2N HCl (200 ml) was added and again refluxed for 4 h. The reaction mixture was cooled and extracted with ethyl acetate, dried over sodium sulphate and concentrated. The crude product was column chromatographed with ethyl acetate:petroleum ether to afford to afford the title compound as brown liquid (3.7 g, 45%). 1H-NMR (delta ppm, CDCl3, 400 MHz): 7.30-7.18 (m, 6H), 6.76 (m, 2H), 4.07 (s, 2H), 3.83 (s, 3H), 2.02 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 2-Methoxy-6-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Rhizen Pharmaceuticals SA; US2012/289496; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new synthetic route of 2-Methoxy-6-methylbenzonitrile

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methoxy-6-methylbenzonitrile, its application will become more common.

Reference of 53005-44-0,Some common heterocyclic compound, 53005-44-0, name is 2-Methoxy-6-methylbenzonitrile, molecular formula is C9H9NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 2-bromo-3-methylphenol (10.0 g, 53.5 mmol) in DMF (60 ml) was added sodium hydride (2.78 g, 69.5 mmol) in small portions at 0 C, which was followed by addition of Mel (6.69 mL, 107 mmol). TLC showed formation of a slightly less polar spot right away. The reaction was diluted with EtOAc (400 mL), washed with water 3 times, dried over Na2S04, and concentrated. The crude product was used in the next step without further purification. To the flask charged with the above material and a stir bar was added CuCN (9.9 g, 109 mmol) and DMF (100 mL). The mixture was purged three times with nitrogen, and heated to 150 C for 24 hours. TLC showed formation of a more polar spot. . The reaction was cooled to RT, diluted with DCM (400 mL), and filtered through a pad of celite to remove the solids. The filtrate was washed with saturated NH4Oac and brine, dried over sodium sulfate, concentrated to afford a brownish solid (4.8g, 60% yield). The resulting nitrile was used in the following step without further purification. To a flask charged with the nitrile and a stir bar was added NBS (6.4 g, 36 mmol) and TFA (60 mL). The reaction was allowed to stir at RT for 16 hours. TLC showed clean formation of a slightly more polar spot. The solvent was removed under vacuum, and the residue was purified by silica gel flash chromatography. After removal of solvent, 3-bromo-6-methoxy-2-methylbenzonitrile was collected.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methoxy-6-methylbenzonitrile, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts