21573-36-4

Basic information

• Product Name: 2,3,6-Trimethylanisole
• Synonyms: 2,3,6-Trimethylanisole;2-Methoxy-1,3,4-trimethylbenzene;2-METHOXY-1,3,4-TRIMETHYL-BENZENE(WXG02188)
• CAS NO: 21573-36-4
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Mol File: 21573-36-4.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3,6-Trimethylanisole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6-Trimethylanisole(21573-36-4)
• EPA Substance Registry System: 2,3,6-Trimethylanisole(21573-36-4)

Safety Data

• Hazardous Substances Data: 21573-36-4(Hazardous Substances Data)

Usage

General Description

2,3,6-Trimethylanisole, also known as TMA or TMA-2, is a chemical compound that is commonly used in the fragrance and flavor industry. It is a colorless liquid with a sweet, floral and woodsy odor. TMA is often used as a flavoring agent in food products such as baked goods, candy, and beverages, as well as in perfumes, soaps, and other personal care products. It is also used as an intermediate in the synthesis of other chemicals, and as a solvent in organic synthesis. TMA is considered to be relatively safe for use in consumer products, though it should be handled with care due to its potential for skin and eye irritation.

Upstream product

• 2416-94-6 2,3,6-trimethylphenol 
• 77-78-1 dimethyl sulfate 
• 35928-80-4 6-iodo-3-methyl-phenol 
• 186583-59-5 1-iodo-2-methoxy-4-methylbenzene 
• 616-38-6 carbonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 64-19-7 acetic acid 
• 79-21-0 peracetic acid 

Downstream Products

• 124268-30-0 3,6-Dimethyl-2-propylanisole 
• 124268-31-1 3,6-Dimethyl-2-propylphenetole 
• 124268-29-7 3-Methyl-2,6-dipropylanisole 
• 124268-32-2 3-Methyl-2,6-dipropylphenetole 
• 1016500-29-0 4-methoxy-2,3,5-trimethylbenzene-1-sulfonyl chloride 
• 142279-85-4 2-methoxy-1,3,4-trimethyl-5-nitrobenzene 
• 71742-43-3 1-iodo-4-methoxy-2,3,5-trimethylbenzene 

Relevant articles and documents

Pd-Catalyzed ipso, meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source

A methyl group can have a profound impact on the pharmacological properties of organic molecules. Hence, developing methylation methods and methylating reagents is essential in medicinal chemistry. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using dimethyl carbonate as a methyl source. In the presence of K2CO3 as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp3)-H/C(sp3)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biologically and pharmacologically active compounds.

Design, Conformation, and Crystallography of 2-Naphthyl Phenyl Ethers as Potent Anti-HIV Agents

Catechol diethers that incorporate a 7-cyano-2-naphthyl substituent are reported as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Many of the compounds have 1-10 nM potencies toward wild-type HIV-1. An interesting conformational effect allows two unique conformers for the naphthyl group in complexes with HIV-RT. X-ray crystal structures for 4a and 4f illustrate the alternatives.

Substituted Sulfonamide Compounds

Substituted sulfonamide compounds corresponding to the formula I wherein m, n, p, Q, R1, R2, R3, R4, X, Y and Z have the respective meanings defined herein, pharmaceutical compositions containing such compounds, a process for their preparation, and the use of such compounds for the treatment and/or inhibition of pain and other conditions mediated by bradykinin receptor 1 (B1R) and/or bradykinin receptor 2 (B2R).