20469-61-8

Basic information

• Product Name: 2,3,5-TRIMETHYLANISOLE
• Synonyms: 2,3,5-TRIMETHYLANISOLE;1-METHOXY-2,3,5-TRIMETHYL-BENZENE;Trimethylanisole;2,3,5-TRIMETHYLANISOLE 99%;2,3,5-Trimethylanisole,99%
• CAS NO: 20469-61-8
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• EINECS: 243-843-1
• Product Categories: Aromatics Compounds;Anisoles, Alkyloxy Compounds & Phenylacetates;Aromatics;Intermediates
• Mol File: 20469-61-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 213-216 °C
• Flash Point: 80.9 °C
• Appearance: Colourless Oil
• Density: 0.97
• Refractive Index: 1.518-1.52
• Storage Temp.: Store at RT.
• Solubility: Chloroform, Dichloromethane, Tetrahydrofuran
• CAS DataBase Reference: 2,3,5-TRIMETHYLANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-TRIMETHYLANISOLE(20469-61-8)
• EPA Substance Registry System: 2,3,5-TRIMETHYLANISOLE(20469-61-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 20469-61-8(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

Uses

1-Methoxy-2,3,5-trimethylbenzene (cas# 20469-61-8) is a compound useful in organic synthesis.

InChI:InChI=1/C10H14O/c1-7-5-8(2)9(3)10(6-7)11-4/h5-6H,1-4H3

Upstream product

• 79-21-0 peracetic acid 
• 697-82-5 2,3,5-trimethylphenol 
• 95-63-6 1,2,4-Trimethylbenzene 
• 64-19-7 acetic acid 
• 5469-19-2 1-bromo-2,4,5-trimethylbenzene 
• 54344-92-2 2,3,6-trimethyl-4-methoxy-benzaldehyde 
• 616-38-6 carbonic acid dimethyl ester 
• 154152-57-5 4-bromo-3-nitro-1,2,5-trimethylbenzene 
• 767-77-1 2,3,5-trimethylaniline 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 54344-92-2 2,3,6-trimethyl-4-methoxy-benzaldehyde 
• 274907-38-9 4-methoxy-2,3,6-trimethyl-aniline 
• 34649-27-9 2,3,5-trimethyl-1-acetoxybenzene 
• 935-92-2 2,3,5-Trimethyl-1,4-benzoquinone 
• 71742-43-3 1-iodo-4-methoxy-2,3,5-trimethylbenzene 
• 1621283-94-0 2,3,6,2’,3’,6’-hexamethyl-4,4’-dihydroxy-trans-stilbene 
• 1621283-98-4 2,3,6,2’,3’,6’-hexamethyl-4,4’-dimethoxy-trans-stilbene 

Relevant articles and documents

Decarbonylation through Aldehydic C-H Bond Cleavage by a Cationic Iridium Catalyst

We report the decarbonylation of aldehydes through an aldehydic C-H bond cleavage catalyzed by a cationic iridium/bisphosphine catalyst. The reaction proceeds under relatively mild conditions to give the corresponding hydrocarbon products in moderate to high yields. In addition, this cationic iridium catalyst system can be applied to an asymmetric hydroacylation of ketones.

Design, synthesis, biological activities and DFT calculation of novel 1,2,4-triazole Schiff base derivatives

Series of 1,2,4-triazole Schiff bases (2a-2d, 2f-2h and 3a-3h) have been designed and synthesized. The structure of title compounds was confirmed on the basis of their spectral data and elemental analysis. All the target compounds were screened for their in vitro antifungal activity and antibacterial activity. Two of the tested compounds (2a and 2b) exhibited significant antifungal activity against most fungi, especially compound 2a showed better antifungal activity than triadimefon. Meanwhile, the antibacterial activity assay also indicated compound 2a exhibited excellent antibacterial activities comparable to chloramphenicol. The SAR manifested no substitution at position 5 of the triazole ring caused an increase in activity, and 3-phenoxy phenyl group introduced in 1,2,4-triazole scaffold can enhance the antibacterial activity. The DFT calculation indicated triazole ring, S atom and benzene ring in both of the 2a and 3a make a major contribution to the activity.

Tailoring 3,3'-dihydroxyisorenieratene to hydroxystilbene: Finding a resveratrol analogue with increased antiproliferation activity and cell selectivity

Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 (2,3,6,2',3',6'-hexamethyl-4,4'-dihydroxy-trans-stilbene) was concisely synthesized in a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity mediated by blocking the NCI-H460 cell cycle in G1 phase. Additionally, theoretical calculations and cell uptake experiments indicate that the unique polymethylation pattern of compound 1 significantly induces a conformational change shift out of planarity and increases its cell uptake and metabolic stability. The observation should be helpful to rationally design resveratrol-inspired antiproliferative agents. Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 was concisely synthesized by a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity (see figure).