26507-91-5

Usage

Uses

Used in the Food Industry:
2-Methoxy-3-methylbenzoic acid is used as a flavoring agent for its distinctive aromatic properties, enhancing the taste and aroma of various food products.
Used in the Cosmetics and Personal Care Products Industry:
In the cosmetics and personal care sector, 2-Methoxy-3-methylbenzoic acid serves as a fragrance ingredient, contributing to the pleasant scent of products while maintaining their quality and safety.
Used in Organic Synthesis:
2-Methoxy-3-methylbenzoic acid is utilized in organic synthesis as a versatile intermediate, enabling the creation of a wide range of chemical compounds for various applications.
Used as a Starting Material in Pharmaceutical Production:
2-Methoxy-3-methylbenzoic acid also plays a crucial role as a starting material in the production of pharmaceuticals and other fine chemicals, facilitating the development of new medications and healthcare products.

InChI:InChI=1/C9H10O3/c1-6-4-3-5-7(9(10)11)8(6)12-2/h3-5H,1-2H3,(H,10,11)

Upstream product

• 52239-62-0 methyl 2-methoxy-3-methylbenzoate 
• 578-58-5 2-methylmethoxybenzene 
• 1822-71-5 n-pentylsodium 
• 109-66-0 pentane 
• 188852-08-6 (2-methoxy-3-methyl-phenyl)-acetone 
• 920-36-5 (2-methylpropyl)lithium 
• 579-75-9 2-Methoxybenzoic acid 
• 74-88-4 methyl iodide 
• 288154-71-2 2-methoxy-3-methylbenzhydrazide 
• 83-40-9 3-methylsalicylic acid 
• 1178514-37-8 C₁₁H₁₄O₄ 
• 7440-44-0 pyrographite 
• 859330-53-3 2-methoxy-1-methyl-3-(prop-1-en-2-yl)benzene 
• 861601-43-6 1-iodo-2-(2-methoxy-3-methyl-phenyl)-propan-2-ol 

Downstream Products

• 1951-38-8 2-methoxyisophthalic acid 
• 22256-43-5 2-methoxy-3-methylbenzoyl chloride 
• 854633-33-3 2-methoxy-3-methyl-benzoic acid anilide 
• 1282618-90-9 N-(1,1-diethyl)-6-formyl-3-methyl-2-methoxybenzamide 
• 72003-94-2 N,N-diethyl-3-methylsalicylamide methyl ether 
• 90919-44-1 2-Methoxy-3-methyl-5-chlormethylbenzoesaeure 

Relevant academic research and scientific papers

Isobenzofurans as Synthetic Intermediates: Synthesis and Biological Activity of 8-epi-(–)-Ajudazol B

Ajudazol B is a polyketide secondary metabolite, isolated from the myxobacterium Chondromyces crocatus, that exhibits potent biological activity. Herein, we report a convergent total synthesis of 8-epi-(–)-ajudazol B. The key step is a regio-selective alk

Fluorescent macrocyclic chemosensor for Zn(II) detection at alkaline pH values

The new macrocyclic ligand L (28,29-dimethoxy-27-oxa-8,11,14,17,25,26-hexaazatetracyclo[22.2.1.1(2,6).1(19,23)]nonacosa-2,4,6(28),19,21,23(29),24,26(1)-octaene) has been synthesised. It contains a tetramine chain and the 2,5-bis(2-methoxy-3-metyl-phenyl)-

Stereoselective Synthesis of Isochromanones by an Asymmetric Ortho-Lithiation Strategy: Synthetic Access to the Isochromanone Core of the Ajudazols

Full details on the design, development, and application of a highly stereoselective strategy for the synthesis of isochromanones are reported. The method is based on an asymmetric ortho lithiation with aldehyde electrophiles and utilizes the chiral memor

Regiodivergent Iodocyclizations for the Highly Diastereoselective Synthesis of syn - And anti -Hydroxyl-Isochromanones and -Isobenzofuranones: Concise Synthesis of the Isochromanone Core of the Ajudazols

An efficient synthetic strategy to access hydroxyl-isochromanone and -isobenzofurans from readily available joint alkene precursors by a regiodivergent one-pot iodocyclization-substitution tandem process is reported. The cyclizations proceed with excellen

Metal triflate-catalyzed cyclization of arylvinylcarbinols: Formal synthesis of (±)-dichroanone and (±)-taiwaniaquinone H

A formal synthesis of diterpenoids viz. the taiwaniaquinoids (±)-dichroanone (1a) and (±)-taiwaniaquinone H (1b) possessing an all carbon quaternary stereocenter has been reported. The key step involves a metal triflate-catalyzed cyclization of arylvinylc

Benzylic hydroxylation of aromatic compounds by P450 BM3

Cytochrome P450 BM3 monooxygenase from Bacillus megaterium and its variants are promising catalysts for organic synthesis. Aiming at the identification of variants for selective hydroxylation of functionalised aromatic compounds, the double mutant F87A L188C showed remarkably improved catalytic activity towards a set of tested toluene derivatives. The apparent catalytic efficiency of this variant towards the model substrate methyl 2-methoxy-3-methylbenzoate was 63.6 s-1 M-1, which is 535-fold higher compared to that of wild-type BM3. Furthermore, the double mutant selectively catalysed the benzylic hydroxylation of numerous toluene derivatives, especially in the presence of carbonyl- or carboxyl-functions that are directly attached to the aromatic ring. Preparative scale conversion resulted in efficient production of methyl 3-(hydroxymethyl)-2-methoxybenzoate (73% yield) which proved that F87A L188C is a suitable, efficient and sustainable catalyst for the introduction of benzylic hydroxyl groups in general.

Regiocontrolled rearrangement of isobenzofurans

Regioselective alkylation and oxidative rearrangement of isobenzofurans has been achieved to generate substituted 4,8- ihydroxyisochromanones in good yields and with complete regiocontrol.

Synthesis and application of oxadiazines as chiral ligands for the enantioselective addition of diethylzinc to aldehydes

A series of oxadiazines derived from l-phenylalanine bearing phenolic substituents have been synthesized in a multistep, one pot process. This process involves the reaction of a mixed anhydride with a β-hydrazino alcohol, methanesulfonylation of the alcohol moiety, and base induced cyclization. The resultant oxadiazines were employed in the asymmetric addition of diethylzinc to aldehydes.

NbCl5 mediated deprotection of methoxy methyl ether

An efficient cleavage of methoxy methyl ether using NbCl5 is described. This protocol works efficiently with MOM ethers of alkyl, allyl, propargyl, benzyl alcohol and phenol derivatives. MOM esters are also found to be effectively cleaved under the present conditions.

LUMINESCENT MACROCYCLIC LANTHANIDE COMPLEXES

The present invention provides a novel class of macrocyclic compounds as well as complexes formed between a metal (e.g., lanthanide) ion and the compounds of the invention. Preferred complexes exhibit high stability as well as high quantum yields of lanthanide ion luminescence in aqueous media without the need for secondary activating agents. Preferred compounds incorporate hydroxy-isophthalamide moieties within their macrocyclic structure and are characterized by surprisingly low, non-specific binding to a variety of polypeptides such as antibodies and proteins as well as high kinetic stability. These characteristics distinguish them from known, open-structured ligands.