494-99-5

Basic information

• Product Name: 3,4-Dimethoxytoluene
• Synonyms: 1,2-Dimethoxy-4-methylbenzene;1,2-dimethoxy-4-methyl-Benzene;1,2-Dimethoxy-4-methyl-benzene (4-methylveratrol);4-Methylveratrol;Benzene,1,2-dimethoxy-4-methyl-;Toluene, 3,4-dimethoxy-;4-Methylcatechol dimethyl ether;3,4-DIMETHOXYTOLUENE 99.5%
• CAS NO: 494-99-5
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• EINECS: 207-796-0
• Product Categories: Aromatic Ethers;Anisoles, Alkyloxy Compounds & Phenylacetates
• Mol File: 494-99-5.mol
• Article Data: 63

Chemical Properties

• Melting Point: 22-23 °C(lit.)
• Boiling Point: 133-135 °C50 mm Hg(lit.)
• Flash Point: 185 °F
• Appearance: clear colorless to light yellow liquid
• Density: 1.051 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.171mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: insoluble
• BRN: 2045328
• CAS DataBase Reference: 3,4-Dimethoxytoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethoxytoluene(494-99-5)
• EPA Substance Registry System: 3,4-Dimethoxytoluene(494-99-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 494-99-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

Uses

3,4-Dimethoxytoluene was used as an internal standard in HPLC quantifications.

General Description

3,4-Dimethoxytoluene is the main component of essential oil isolated from Phoenix dactylifera L. It was selectively oxidized to the corresponding 1,4-benzoquinones in the presence of hydrogen peroxide/methyltrioxorhenium in 1-butyl-3-methylimidazolium tetrafluoroborate.

InChI:InChI=1/C9H12O2/c1-7-4-5-8(10-2)9(6-7)11-3/h4-6H,1-3H3

Upstream product

• 58-74-2 Papaverine 
• 121-33-5 vanillin 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 93-51-6 2-Methoxy-4-methylphenol 
• 77-78-1 dimethyl sulfate 
• 512-42-5 sodium methyl sulfate 
• 452-86-8 4-methyl-1,2-dihydroxybenzene 
• 74-88-4 methyl iodide 
• 2024-83-1 veratronitrile 
• 186581-53-3 diazomethane 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 53751-40-9 veratryl acetate 
• 22002-45-5 2-bromo-4-methylanisole 
• 124-41-4 sodium methylate 

Downstream Products

• 6575-51-5 4-(4,5-dimethoxy-2-methyl-phenyl)-4-oxo-butyric acid 
• 1164-05-2 bis-(4,5-dimethoxy-2-methyl-phenyl)-methane 
• 7721-62-2 4,5-dimethoxy-2-methylbenzaldehyde 
• 1195-09-1 5-methyl-2-methoxyphenol 
• 7509-11-7 1,2-dimethoxy-4-methyl-5-nitrobenzene 
• 4493-67-8 4,5-dimethoxy-1-methylcyclohexa-1,4-diene 
• 20023-36-3 2,5-dihydro-4-methylanisole 
• 7509-10-6 4,5-dimethoxy-2,3-dinitro-toluene 
• 52806-46-9 1-bromo-4,5-dimethoxy-2-methylbenzene 
• 60987-20-4 4,5-dimethoxy-2-methyl-benzenesulfonyl chloride 
• 116131-35-2 1-Iodo-4,5-dimethoxy-2-methylbenzene 
• 60987-21-5 4,5-dimethoxy-2-methyl-benzenesulfonic acid amide 
• 93-07-2 Veratric acid 
• 452-86-8 4-methyl-1,2-dihydroxybenzene 

Relevant articles and documents

Molybdenum-Catalyzed Deoxygenation Coupling of Lignin-Derived Alcohols for Functionalized Bibenzyl Chemicals

With the growing demand for sustainability and reducing CO2 footprint, lignocellulosic biomass has attracted much attention as a renewable, carbon-neutral and low-cost feedstock for the production of chemicals and fuels. To realize efficient utilization of biomass resource, it is essential to selectively alter the high degree of oxygen functionality of biomass-derivates. Herein, we introduced a novel procedure to transform renewable lignin-derived alcohols to various functionalized bibenzyl chemicals. This strategy relied on a short deoxygenation coupling pathway with economical molybdenum catalyst. A well-designed H-donor experiment was performed to investigate the mechanism of this Mo-catalyzed process. It was proven that benzyl carbon-radical was the most possible intermediate to form the bibenzyl products. It was also discovered that the para methoxy and phenolic hydroxyl groups could stabilize the corresponding radical intermediates and then facilitate to selectively obtain bibenzyl products. Our research provides a promising application to produce functionalized aromatics from biomass-derived materials.

Can Heteroarenes/Arenes Be Hydrogenated Over Catalytic Pd/C Under Ambient Conditions?

Hydrogenation of over a dozen aromatic compounds, including both heteroarenes and arenes, over palladium on carbon (Pd/C, 1–100 molpercent) with H2-balloon pressure at room temperature is reported. Analyses using pyridine as a model substrate revealed that acetic acid was the best solvent, as using only 1 molpercent Pd/C provided piperidine quantitatively. Substrate scope analysis and density functional theory calculations indicated that reaction rates are highly dependent on frontier molecular orbital characteristics and the steric bulkiness of substituents. Moreover, the established method was used for the concise synthesis of the anti-Alzheimer drug donepezil (Aricept?).