7083-19-4

Usage

Uses

Used in Fragrance Industry:
2-METHOXY-5-METHYLBENZALDEHYDE is used as a key ingredient in the production of fragrances for its sweet, floral odor, adding depth and complexity to scent compositions.
Used in Flavoring Industry:
In the flavoring industry, 2-METHOXY-5-METHYLBENZALDEHYDE is utilized to impart specific taste profiles to food products, enhancing their overall flavor experience.
Used in Pharmaceutical Industry:
2-METHOXY-5-METHYLBENZALDEHYDE is used as a building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicinal compounds.
Used in Agrochemical Industry:
2-METHOXY-5-METHYLBENZALDEHYDE also serves as an intermediate in the synthesis of agrochemicals, playing a role in the creation of products that protect and enhance crop yields.
Used in Cosmetics Industry:
In cosmetics, 2-METHOXY-5-METHYLBENZALDEHYDE is employed for its aromatic properties, adding pleasant scents to a variety of cosmetic products.

InChI:InChI=1/C9H10O2/c1-7-3-4-9(11-2)8(5-7)6-10/h3-6H,1-2H3

Upstream product

• 104-93-8 p-methylanizole 
• 74-90-8 hydrogen cyanide 
• 68-12-2 N,N-dimethyl-formamide 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 74-83-9 methyl bromide 
• 22002-45-5 2-bromo-4-methylanisole 
• 4885-02-3 Dichloromethyl methyl ether 
• 67-56-1 methanol 
• 620-23-5 m-tolyl aldehyde 
• 63113-79-1 methyl 2-methoxy-5-methylbenzoate 
• 74-88-4 methyl iodide 
• 7048-40-0 (2-methoxy-5-methylphenyl)methanol 

Downstream Products

• 103203-48-1 4-methyl-2-(trans-2-nitro-vinyl)-anisole 
• 103986-76-1 (E)-3-(2-methoxy-5-methylphenyl)propenoic acid 
• 858786-32-0 3-hydroxy-3-(2-methoxy-5-methyl-phenyl)-propionic acid ethyl ester 
• 22538-86-9 (2-methoxy-5-methyl-benzyliden)-aniline 
• 130633-08-8 1-(2'-methoxy-5'-methylphenyl)-2-methylpropan-1-ol 
• 139548-19-9 5-Ethyl-3-(2-methoxy-5-methyl-benzylamino)-6-methyl-1H-pyridin-2-one 
• 22538-86-9 (E)-2-Methoxy-4-methyl-N-phenylbenzaldimin 
• 107274-42-0 2-methoxy-5-methyl-cinnamic acid ethyl ester 

Relevant academic research and scientific papers

Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes

We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs.

Volatiles from the xylarialean fungus Hypoxylon invadens

The volatiles emitted by agar plate cultures of the xylarialean fungus Hypoxylon invadens were investigated by use of a closed loop stripping apparatus in combination with GC-MS. Several aromatic compounds were found that could only be identified by comparison to all possible constitutional isomers with different ring substitution patterns. For the set of identified compounds a plausible biosynthetic scheme was suggested that gives further support for the assigned structures.

Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite

A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

A direct and mild formylation method for substituted benzenes utilizing dichloromethyl methyl ether-silver trifluoromethanesulfonate

A silver trifluoromethanesulfonate (AgOTf)-promoted direct and mild formylation of benzenes has been developed. The reaction utilizing dichloromethyl methyl ether (Cl2CHOMe) and AgOTf powerfully formylated various substituted benzenes under temperature conditions as low as -78 C without losing the protecting groups on the phenolic hydroxyl group.

Enantioselective synthesis of (R)-tolterodine using lithiation/borylation- protodeboronation methodology

The synthesis of the pharmaceutical (R)-tolterodine is reported using lithiation/borylation-protodeboronation of a homoallyl carbamate as the key step. This step was tested with two permutations: an electron-neutral aryl Li-carbamate reacting with an electron-rich boronic ester and an electron-rich aryl Li-carbamate reacting with an electron-neutral boronic ester. It was found that the latter arrangement was considerably better than the former. Further improvements were achieved using magnesium bromide in methanol leading to a process that gave high yield and high enantioselectivity in the lithiation/borylation reaction. The key step was used in an efficient synthesis of (R)-tolterodine in a total of eight steps in a 30% overall yield and 90% ee.

NOVEL SUBSTITUTED ARYL DERIVATIVES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES AS ANTI-HIV AGENTS

The present invention concerns novel substituted aryl derivatives, their process of preparation and their use for inhibiting virus replication and for treating viral diseases or disorders such as HIV and/or HCV infection.

Highly enantioselective 1,4-addition of arylzinc reagents to 3-arylpropenals catalyzed by a rhodium-binap complex in the presence of chlorotrimethylsilane

Asymmetric 1,4-addition of arylzinc chlorides to (E)-3-arylpropenals proceeded with high enantioselectivity in the presence of a rhodium/(R)-binap catalyst and chlorotrimethylsilane to give, after hydrolysis, high yields of the corresponding 3,3-diarylpro

Refinement and evaluation of a pharmacophore model for flavone derivatives binding to the benzodiazepine site of the GABAA receptor

To further develop and evaluate a pharmacophore model previously proposed by Cook and co-workers (Drug Des. Discovery 1995, 12, 193-248) for ligands binding to the benzodiazepine site of the GABAA receptor, 40 new flavone derivatives have been synthesized and their affinities for the benzodiazepine site have been determined. Two new regions of steric repulsive interactions between ligand and receptor have been characterized, and the receptor region in the vicinity of 6- and 3′-substituents has been mapped out. 2′-Hydroxy substitution is shown to give a significant increase in affinity, which is interpreted in terms of a novel hydrogen bond interaction with the previously proposed hydrogen bond-accepting site A2. On the basis of the results of these studies and the refined pharmacophore model, 5′-bromo-2′-hydroxy-6-methylflavone, the highest affinity flavone derivative reported so far (Ki = 0.9 nM), was successfully designed. A comparison of the pharmacophore model with a recently proposed alternative model (Marder; et al. Bioorg. Med. Chem., 2001, 9, 323-335) has been made.

Autorecycling System for the Specific 1,4-Reduction of α,β-Unsaturated Carbonyl Compounds Catalysed by 1,5-Dihydro-5-deazaflavin

A useful autorecycling system for the specific 1,4-reduction of α,β-unsaturated carbonyl compounds to the corresponding saturated carbonyl compounds catalysed by a 10-aryl-5-deazaflavin in formic acid is reported.The specific reduction behaviour toward α,β-unsaturated carbonyl compounds is interpreted in terms of frontier molecular orbital theory (PM3 method).

Synthesis of 2-Alkoxy Substituted Oligo- and Poly(1,4-phenyleneethylene)s and 2-Arylbenzofuranes by Applying the Siegrist Reaction

Alkylation of 2-hydroxy-4-methylbenzaldehyde (1) yields the 2-alkoxy-4-methylbenzaldehydes (2a-l) which can be easily transformed to the Schiff bases 3a-l.The intermolecular self-condensation in a strongly alkaline medium leads to the oligo- and poly(1,4-