13333-81-8

Basic information

• Product Name: (2,4,6-TRIMETHYL-PHENOXY)-ACETIC ACID
• Synonyms: (2,4,6-Trimethyl-phenoxy)-acetic acid; (2,4,6-trimethylphenoxy)acetate
• CAS NO: 13333-81-8
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol File: 13333-81-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 317.3°C at 760 mmHg
• Flash Point: 121°C
• Appearance: /
• Vapor Pressure: 0.000163mmHg at 25°C
• CAS DataBase Reference: (2,4,6-TRIMETHYL-PHENOXY)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4,6-TRIMETHYL-PHENOXY)-ACETIC ACID(13333-81-8)
• EPA Substance Registry System: (2,4,6-TRIMETHYL-PHENOXY)-ACETIC ACID(13333-81-8)

Safety Data

• Hazardous Substances Data: 13333-81-8(Hazardous Substances Data)

Usage

Uses

2,4,6-Trimethylphenoxyacetic Acid is a compound used in novel techniques for the synthesis of monofluoromethoxy arenes.

InChI:InChI=1/C11H14O3/c1-7-4-8(2)11(9(3)5-7)14-6-10(12)13/h4-5H,6H2,1-3H3,(H,12,13)/p-1

Upstream product

• 527-60-6 Mesitol 
• 224648-08-2 ethyl 2,4,6-trimethylphenyloxy acetate 
• 79-11-8 chloroacetic acid 

Downstream Products

• 1254734-83-2 R,S-N-(2-hydroxy-2-phenylethyl)-2-(mesityloxy)acetamide 
• 1551328-01-8 2-(fluoromethoxy)-1,3,5-trimethylbenzene 
• 1356959-61-9 2-(mesityloxy)-N-[4-(2-nitrophenyl)-1H-imidazol-2-yl]acetamide 
• 1356959-17-5 tert-butyl imino{[(mesityloxy)acetyl]amino}methylcarbamate 
• 1356959-37-9 tert-butyl {[(mesityloxy)acetyl]imino}(methylamino)methylcarbamate 
• 1356959-38-0 N-[imino(methylamino)methyl]-2-(mesityloxy)acetamide 
• 1356959-63-1 N-{4-[2-(acetylamino)phenyl]-1H-imidazol-2-yl}-2-(mesityloxy)acetamide 
• 1356959-62-0 N-[4-(2-aminophenyl)-1H-imidazol-2-yl]-2-(mesityloxy)acetamide 
• 1356959-52-8 2-(mesityloxy)-N-(4-phenyl-1H-imidazol-2-yl)acetamide 
• 1356959-51-7 2-(mesityloxy)-N-[4-(2-naphtyl)-1H-imidazol-2-yl]acetamide 
• 1356959-50-6 2-(mesityloxy)-N-[4-(1,1'-biphenyl-4-yl)-1H-imidazol-2-yl]acetamide 
• 1356959-49-3 2-(mesityloxy)-N-[4-(4-methylphenyl)-1H-imidazol-2-yl]acetamide 
• 1356959-48-2 2-(mesityloxy)-N-[4-(3-methoxyphenyl)-1H-imidazol-2-yl]acetamide 
• 1356959-47-1 N-[4-(2-hydroxyphenyl)-1H-imidazol-2-yl]-2-(mesityloxy)acetamide 

Relevant articles and documents

(Trifluoromethylselenyl)methylchalcogenyl as Emerging Fluorinated Groups: Synthesis under Photoredox Catalysis and Determination of the Lipophilicity

The synthesis of molecules bearing (trifluoromethylselenyl)methylchalcogenyl groups is described via an efficient two-step strategy based on a metal-free photoredox catalyzed decarboxylative trifluoromethylselenolation with good yields up to 88 %, which raised to 98 % in flow chemistry conditions. The flow methods allowed also to scale up the reaction. The mechanism of this key reaction was studied. The physicochemical characterization of these emerging groups was performed by determining their Hansch–Leo lipophilicity parameters with high values up to 2.24. This reaction was also extended to perfluoroalkylselenolation with yields up to 95 %. Finally, this method was successfully applied to the functionalization of relevant bioactive molecules such as tocopherol or estrone derivatives.

Radical decarboxylative fluorination of aryloxyacetic acids using N-fluorobenzenesulfonimide and a photosensitizer

Fluorinated methoxy arenes are emerging as important motifs in both agrochemicals and pharmaceuticals. A novel technique for the synthesis of monofluoromethoxy arenes through the direct fluorodecarboxylation of carboxylic acids was developed that uses photosensitizers and N-fluorobenzenesulfonimide (NFSI). Utilization of the oxidatively mild fluorine transfer agent NFSI enabled the synthesis of fluoromethyl ethers that were previously inaccessible with decarboxylative fluorinations performed with Selectfluor. Mechanistic studies are consistent with the photosensitizer effecting oxidation of the aryloxyacetic acid.

Preliminary evaluation of anticonvulsant activity and neurotoxicity of some 1,4-substituted piperazine derivatives

A series of 1,4-piperazine derivatives was synthesized and evaluated for anticonvulsant activity in the maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole seizure threshold (ScMet) assays and for neurotoxicity (TOX). The compounds were only moderately effective. The anticonvulsant activity was accompanied by neurotoxicity. 1-[(4-Chlor-3- methylphenoxy)-acetyl]-4-(2-methoxyphenyl)-piperazine was also evaluated in six hertz seizure test (6-Hz) and showed good activity. At the dose of 100 mg/kg b. w. the compound produced 100% protection after 0.5 h without neurotoxic effect.