22383-85-3

Basic information

• Product Name: 2,3,4-Trimethoxy-6-methylbenzaldehyde
• Synonyms: 2,3,4-TRIMETHOXY-6-METHYLBENZALDEHYDE;6-METHYL-2,3,4-TRIMETHOXYBENZALDEHYDE;2-Methyl-4,5,6-trimethoxybenzaldehyde;2,3,4-TRIMETHOXY-6-METHYLBENZALDEHYDE, 99+%;Einecs 244-946-4
• CAS NO: 22383-85-3
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23
• EINECS: 244-946-4
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 22383-85-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 60-61 °C
• Boiling Point: 337.942 °C at 760 mmHg
• Flash Point: 149.439 °C
• Appearance: /
• Density: 1.110
• Vapor Pressure: 0.000101mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 2,3,4-Trimethoxy-6-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-Trimethoxy-6-methylbenzaldehyde(22383-85-3)
• EPA Substance Registry System: 2,3,4-Trimethoxy-6-methylbenzaldehyde(22383-85-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 22383-85-3(Hazardous Substances Data)

Usage

Uses

2,3,4-Trimethoxy-6-methylbenzaldehyde is a reagent used in the preparation of pyrroloindole derivatives which has antitumor activity.

InChI:InChI=1/C11H14O4/c1-7-5-9(13-2)11(15-4)10(14-3)8(7)6-12/h5-6H,1-4H3

Upstream product

• 6443-69-2 3,4,5-trimethoxytoluene 
• 68-12-2 N,N-dimethyl-formamide 
• 617-84-5 N-formyldiethylamine 
• 4885-02-3 Dichloromethyl methyl ether 
• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 22383-86-4 2-hydroxy-3,4-dimethoxy-6-methylbenzaldehyde 
• 65195-49-5 2,3,4-trihydroxy-6-methylbenzaldehyde 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 39068-88-7 2,3,4-trimethoxy-6-methylphenol 
• 35896-58-3 2,3,4,5-tetramethoxytoluene 
• 79004-02-7 2,3,4-trimethoxy-6-methylbenzoic acid 
• 688046-84-6 (2,3,4-trimethoxy-6-methylphenyl)(4,5-dichloro-2-methoxy-3-pyridyl)methanol 
• 688046-92-6 (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-chloro-2-methoxy-3-pyridyl)methanol 
• 688047-04-3 (2,3,4-trimethoxy-6-methylphenyl)(5-chloro-2-methoxy-4-methyl-pyridin-3-yl)methanol 
• 688046-87-9 (2,3,4-trimethoxy-6-methylphenyl)(2-fluoro-4-iodo-5-methyl-pyridin-3-yl)methanol 
• 688046-83-5 (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-trifluoromethyl-2-methoxy-3-pyridyl)methanol 
• 387880-88-8 (2,3,4-trimethoxy-6-methylphenyl)(2,3,6-trichloro-5-trifluoromethyl-pyridin-4-yl)methanol 
• 387880-90-2 (2,3,4-trimethoxy-6-methylphenyl)(2,3-dichloro-5-trifluoromethyl-pyridin-4-yl)methanol 
• 387881-05-2 (2,3,4-trimethoxy-6-methylphenyl)(3,5-dibromo-pyridin-4-yl)methanol 

Relevant articles and documents

Practical synthesis of 2,3,4,5-tetramethoxytoluene

The title compound, a key material for synthesis of coenzyme Q 10 , was effectively prepared in high yield by a reaction sequence starting from 3,4,5-trimethoxybenzadehyde via Wolff-Kishner reduction, Vilsmeier-Haack reaction, Dakin reaction, and methylation. Copyright Taylor & Francis Group, LLC.

Synthesis of oxygenated orthomethylbenzaldehydes via aryne [2+2] cycloaddition and benzocyclobutenol ring opening

Herein, a two-step procedure for the preparation of oxygenated ortho-methylbenzaldehyde derivatives, starting from commercially available bromoarenes, is described. The synthesis features the simultaneous and highly regioselective installation of both the methyl and the formyl group onto the benzene core via benzyne [2+2] cycloadditions with acetaldehyde lithium enolate to give the corresponding benzocyclobutenols in high yields. Bond-selective ring opening of the benzocyclobutenols under basic conditions in methanol delivers the title compounds.

Alternative synthesis of 5-chloromethyl-2,3-dimethoxy-6-methyl-1, 4-benzoquinone: A key intermediate for preparing coenzyme Q analogues

The title compound, a key intermediate for preparing Coenzyme Qn family, was prepared in high yield by a reaction sequence starting from the commercially available 3, 4, 5-trimethoxy-benzadehyde via Wolff-Kishner reduction, Vilsmeier-Haack reaction, Blanc chloromethylation reaction, Dakin reaction and oxidation.

Radical-scavenging polyphenols: New strategies for their synthesis

New strategies for the synthesis of polyphenols, compounds with antioxidant properties contained in every kind of plants, are discussed. Syntheses of different classes of polyphenols, namely ubiquinones, present in many natural systems in which electron-transfer mechanisms are involved, hydroxytyrosol, one of the main components of the phenol fraction in olives, and flavonoids, widespread in the plant kingdom, were approached by simple and environmentally sustainable methods.