2,4,6-Trimethylbenzoic acid

Base Information

• Chemical Name: 2,4,6-Trimethylbenzoic acid
• CAS No.: 480-63-7
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29163900
• European Community (EC) Number: 207-553-9
• NSC Number: 407983,1119
• UNII: 4PU2HG6787
• DSSTox Substance ID: DTXSID6048200
• Nikkaji Number: J1.545H
• Wikidata: Q25385023
• Metabolomics Workbench ID: 63535
• ChEMBL ID: CHEMBL3185447
• Mol file: 480-63-7.mol

Synonyms:mesitylenecarboxylic acid;mesitylenecarboxylic acid, sodium salt

Chemical Property of 2,4,6-Trimethylbenzoic acid

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 0.000639mmHg at 25°C
• Melting Point: 152-155 °C(lit.)
• Refractive Index: 1.5198 (estimate)
• Boiling Point: 296.6 °C at 760 mmHg
• PKA: pK1:3.448 (25°C)
• Flash Point: 138 °C
• PSA: 37.30000
• Density: 1.088 g/cm³
• LogP: 2.31000
• Storage Temp.: Store below +30°C.
• Solubility.: Chlorform (Slightly), Methanol (Slightly)
• Water Solubility.: 722.5mg/L(temperature not stated)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

Mesitoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 22-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C(=O)O)C
• Uses: Mesitoic acid can be used for its antioxidant.

Technology Process of 2,4,6-Trimethylbenzoic acid

There total 141 articles about 2,4,6-Trimethylbenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2,4,6-trimethyl-benzoic acid-anhydride (5745-51-7) → 2,4,6-trimethylbenzyl alcohol (4170-90-5) + mesitylenecarboxylic acid (480-63-7)

Guidance literature:

With Li⁽¹⁺⁾*C₁₂H₂₈AlO₃^(1-); In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/jo00184a010

Reference yield: 92.0%

methyl 2,4,6-trimethylbenzoate (2282-84-0) + diphenyl diselenide (1666-13-3) → mesitylenecarboxylic acid (480-63-7) + selenoanisole (4346-64-9)

Guidance literature:

diphenyl diselenide; With aluminum (III) chloride; zinc; In acetonitrile; at 70 ℃; for 1.25h; under 760.051 Torr; Neutral;

methyl 2,4,6-trimethylbenzoate; In acetonitrile; at 70 ℃; for 6h; under 760.051 Torr; Neutral;

DOI:10.1016/j.tetlet.2008.11.036

Reference yield: 87.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3,5-trimethyl-benzene (108-67-8) → mesitylenecarboxylic acid (480-63-7) + dimesityl ketone (5623-45-0)

Guidance literature:

With chloro-trimethyl-silane; aluminum tri-bromide; at 20 ℃; for 3h; under 22501.8 Torr;

DOI:10.1246/cl.2006.820

upstream raw materials:

methanol

tert-butyl 2,4,6-trimethylbenzoate

n-butyl magnesium bromide

dibutyl ether

Downstream raw materials:

methyl 2,4,6-trimethylbenzoate

N-diphenylacetyl-N-(2,4,6-trimethyl-benzoyl)-p-toluidine

benzhydryl 2,4,6-trimethylbenzoate

ethyl 2,4,6-trimethylbenzoate

Refernces

Reaction of Dimethyl 3-Oxoglutarate with 1,3-Dicarbonyl Compounds

10.1021/jo00167a054

The research focuses on the decarboxylation of aromatic carboxylic acids catalyzed by Nafion-H, a sulfonated tetrafluoroethylene-based cation exchange resin. The purpose of the study was to investigate the efficiency of decarboxylation reactions for various polymethylbenzenecarboxylic acids and to understand the role of the p-methyl group in stabilizing the intermediate products. The conclusions drawn from the study indicate that the presence of p-methyl groups enhances the decarboxylation process, with mesitylenecarboxylic acid and pentamethylbenzoic acid being decarboxylated more efficiently than 2,3,5,6-tetramethylbenzoic acid. The study also involved the reaction of dimethyl 3-oxoglutarate with 1,3-dicarbonyl compounds, leading to the formation of various cyclic compounds, including bicyclo[3.3.1]nonanes and isophthalates.