704-45-0

Basic information

• Product Name: 2-METHOXY-4-METHYLBENZOIC ACID
• Synonyms: 2-METHOXY-4-METHYLBENZOIC ACID;4-Methyl-2-methoxybenzoic acid;enzoic acid,2-methoxy-4-methyl-;Benzoic acid,2-Methoxy-4-Methyl-;2-Methoxy-4-methylbenzoic acid 97%
• CAS NO: 704-45-0
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• Product Categories: C9;Carbonyl Compounds;Carboxylic Acids
• Mol File: 704-45-0.mol
• Article Data: 21

Chemical Properties

• Melting Point: 103-107 °C(lit.)
• Boiling Point: 308.7 °C at 760 mmHg
• Flash Point: 125.6 °C
• Appearance: /
• Density: 1.168g/cm³
• Vapor Pressure: 0.00029mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.26±0.10(Predicted)
• CAS DataBase Reference: 2-METHOXY-4-METHYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXY-4-METHYLBENZOIC ACID(704-45-0)
• EPA Substance Registry System: 2-METHOXY-4-METHYLBENZOIC ACID(704-45-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 36
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 704-45-0(Hazardous Substances Data)

Usage

General Description

2-Methoxy-4-methylbenzoic acid, also known as veratric acid, is a chemical compound with the formula C9H10O4. It is a white crystalline solid that is widely used in the food and pharmaceutical industries. Veratric acid is found in a variety of plant species and is often used as a flavoring and fragrance agent due to its pleasant aroma. It is also utilized in the production of certain drugs and as a precursor for the synthesis of other organic compounds. Additionally, veratric acid has been studied for its potential antioxidant and anti-inflammatory properties, making it of interest for medicinal and health-related applications.

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

Upstream product

• 57415-35-7 2-methoxy-4-methylbenzaldehyde 
• 1706-11-2 2,5-Dimethyl-anisol 
• 108-39-4 3-methyl-phenol 
• 53078-69-6 2-methoxy-4-methylbenzonitrile 
• 18495-14-2 2-hydroxy-4-methylbenzonitrile 
• 50-85-1 2-hydroxy-p-toluic acid 
• 201230-82-2 carbon monoxide 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 584-08-7 potassium carbonate 
• 122-46-3 3-acetoxytoluene 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 74-88-4 methyl iodide 
• 15719-64-9 methylammonium carbonate 
• 124-38-9 carbon dioxide 

Downstream Products

• 858843-12-6 2-methoxy-4-methyl-5-(1,2,2,2-tetrachloro-ethyl)-benzoic acid 
• 95420-46-5 2-(2-Methoxy-4-methyl-phenyl)-3H-imidazo[4,5-c]pyridine; hydrochloride 
• 81245-24-1 methyl 4-methyl-2-methoxybenzoate 
• 5156-00-3 2-methoxyterephthalic acid 
• 122488-82-8 2-methoxy-4-methylbenzyl bromide 
• 122488-83-9 6-Chloro-9-(2-methoxy-4-methyl-benzyl)-2-trifluoromethyl-9H-purine 
• 1242462-15-2 (E)-2-methoxy-4-methyl-β-nitrostyrene 
• 1253180-86-7 (E)-3-(2-methoxy-4-methylphenyl)-acrylic acid methyl ester 
• 851670-22-9 (2-methoxy-4-methylphenyl)methanamine 
• 745047-94-3 N₁-(2-methoxy-4-methylbenzyl)-N₂-(2-(5-methylpyridin-2-yl)ethyl) oxalamide 
• 1353486-46-0 tert-butyl 4-(bromomethyl)-2-methoxybenzoate 

Relevant articles and documents

Synthetic Studies of the Rubellin Natural Products: Development of a Stereoselective Strategy and Total Synthesis of (+)-Rubellin C

This manuscript describes our studies of the class of natural products known as the rubellins, culminating in the total synthesis of (+)-rubellin C. These anthraquinone-based natural products contain a variety of stereochemical and architectural motifs, including a 6-5-6-fused ring system, 5 stereogenic centers, and a central quaternary center. Herein, we report our development of a strategy to target the stereochemically dense core and anthraquinone nucleus, including approaches such as a bifunctional allylboron and vinyl triflate reagent, an anthraquinone benzylic metalation strategy, and a late-stage anthraquinone introduction strategy. Our studies culminate in a successful route to highly functionalized anthraquinone-based natural product scaffolds and a stereoselective total synthesis of (+)-rubellin C. These strategies and outcomes will aid in synthetic planning toward anthraquinone-based natural products of high interest.

Lewis acid-promoted site-selective cyanation of phenols

An efficient Lewis acid-promoted site-selective electrophilic cyanation of 3-substituted and 3,4-disubstituted phenols has been developed. The cyanation reactions using MeSCN as the cyanating reagent proceeded efficiently to afford a wide range of 2-hydroxybenzonitriles with high efficiency and excellent regioselectivity. This protocol could provide a practical method for the synthesis and modification of biologically active molecules.

Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

According to the pharmacophore combination principle, a set of new 3′,4′,5′-trimethoxy flavonoid salicylate derivatives were designed, synthesized, and evaluated for biological activity. The cytotoxicity evaluation revealed that compound 10v exhibited higher potency than 5-Fu against HCT-116 cells. Preliminary biological activity studies showed that compound 10v could inhibit the colony formation and migration of HCT-116 cells. Besides, the Hoechst 33258 staining assay and flow cytometry revealed that treatment with compound 10v induced the apoptosis of HCT-116 cells in a concentration-dependent manner, while it had no effect on their cell cycle. The WB analysis suggested that HIF-1α, tubulin, HK-2, and PFK might be the potential pharmacophore targets of compound 10v. Tubulin was a potential drug target for compound 10v, which was explained by analyzing the crystal structure of compound 10v complexed with tubulin. These results indicated that compound 10v might be a promising anti-tumor agent candidate, deserving further optimization and evaluation.