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

Description

2,3,5-TRIMETHYLANISOLE, also known as 1-Methoxy-2,3,5-trimethylbenzene (CAS# 20469-61-8), is a colorless oil compound that is useful in organic synthesis. It is characterized by its distinct chemical structure and properties, making it a versatile compound for various applications.

Uses

Used in Organic Synthesis:
2,3,5-TRIMETHYLANISOLE is used as a synthetic building block for the creation of various organic compounds. Its unique structure allows it to be a valuable intermediate in the synthesis of a wide range of chemical products, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Flavor and Fragrance Industry:
2,3,5-TRIMETHYLANISOLE is used as a flavoring agent for its distinct aromatic properties. It contributes to the development of complex and rich flavors in the food and beverage industry, enhancing the taste and aroma of various products.
Used in Chemical Research:
As a colorless oil with unique chemical properties, 2,3,5-TRIMETHYLANISOLE is utilized in chemical research to study its reactivity, stability, and potential applications in the development of new materials and compounds.
Used in the Pharmaceutical Industry:
2,3,5-TRIMETHYLANISOLE is used as a key component in the synthesis of certain pharmaceutical drugs. Its unique chemical structure allows it to be a crucial building block in the development of new medications with potential therapeutic benefits.

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

Upstream product

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

Downstream Products

• 52060-73-8 6-methoxy-1,2,4-benzenetricarboxylic acid 
• 16782-79-9 3,5,6-trimethylcyclohex-2-en-1-one 
• 80745-07-9 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride 
• 84244-55-3 1-bromo-4-methoxy-2,3,6-trimethylbenzene 
• 54344-92-2 2,3,6-trimethyl-4-methoxy-benzaldehyde 
• 54350-48-0 etretinate 
• 69427-44-7 ethyl (2E,4E_.6Z,8Z)-9-(4-methyoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoate 
• 69427-40-3 ethyl (2E,4E,6Z,8E)-9-(4-methyoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoate 
• 69427-41-4 ethyl (2Z,4E,6E,8E)-9-(4-methyoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoate 
• 124743-93-7 (2Z)-5-(4-Methoxy-2,3,6-trimethylphenyl)-3-methylpent-2-en-4-in-1-ol 
• 124743-96-0 Ethyl-4-hydroxy-9-(4-methyoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,5,7-trienoat 
• 124743-95-9 Ethyl-4-hydroxy-9-(4-methoxy-2,3,6-trimethylphenyl)-5,7-dimethylnona-2,7-dien-5-inoat 
• 54757-44-7 <(2Z,4Z)-5-(4-Methoxy-2,3,6-trimethylphenyl)penta-2,4-dienyl>triphenylphosphonium-bromid 
• 274907-38-9 4-methoxy-2,3,6-trimethyl-aniline 

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).