2,6-Dimethylbenzoic acid

Base Information

• Chemical Name: 2,6-Dimethylbenzoic acid
• CAS No.: 632-46-2
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163900
• European Community (EC) Number: 211-177-0
• DSSTox Substance ID: DTXSID10212551
• Nikkaji Number: J83.361D
• Wikidata: Q27133473
• Metabolomics Workbench ID: 63533
• Mol file: 632-46-2.mol

Synonyms:2,6-DIMETHYLBENZOIC ACID;632-46-2;Benzoic acid, 2,6-dimethyl-;2,6-Dimethylbenzoicacid;2,6-DiMethyl-Benzoic Acid;m-Xylene-2-carboxylic Acid;BRN 1863791;EINECS 211-177-0;2,6-dimethylbenzene carboxylic acid;MFCD00002483;2,6-dimethyl benzoic acid;Benzoic acid, 2,6-dimethyl- (7CI,8CI,9CI);SCHEMBL355272;CHEBI:64827;DTXSID10212551;2,6-Dimethylbenzoic acid, 97%;CL8016;AKOS006221869;AC-1227;CS-W017744;FS-1055;4,4-Diamino-3,3-dimethyldiphenylmethane;LS-37159;SY009326;A8723;AM20060089;D2260;FT-0602126;FT-0667324;EN300-82114;AL-398/25017066;W-104922;Q27133473;Z1203161913

Chemical Property of 2,6-Dimethylbenzoic acid

Chemical Property:

• Appearance/Colour: white to pale cream crystalline powder
• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 114-116 °C(lit.)
• Refractive Index: 1.55
• Boiling Point: 272.765 °C at 760 mmHg
• PKA: pKa: 3.362(25°C)
• Flash Point: 126.126 °C
• PSA: 37.30000
• Density: 1.116 g/cm³
• LogP: 2.00160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)C(=O)O
• Uses: 2,6-Dimethylbenzoic acid is a benzoic acid derivative used in the preparation of antiinflammatory and antirheumatic agents. And it is also a potential geothermal tracer. Benzoic acid derivative used in the preparation of antiinflammatory and antirheumatic agents. A potential geothermal tracer.

Technology Process of 2,6-Dimethylbenzoic acid

There total 49 articles about 2,6-Dimethylbenzoic 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: 96.0%

4-methoxybenzyl 2,6-dimethylbenzoate + ethylene glycol (107-21-1) → 2,6-dimethylbenzoic acid (632-46-2) + 2-(4-methoxybenzyloxy)ethanol (13807-89-1)

Guidance literature:

at 140 ℃; for 4h;

DOI:10.1246/cl.2006.778

Reference yield: 93.2%

carbon dioxide (124-38-9,18923-20-1) + 2-Bromo-m-xylene (576-22-7) → 2,6-dimethylbenzoic acid (632-46-2)

Guidance literature:

2-Bromo-m-xylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1055/a-1384-0159

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 2,6-dimethylbenzene boronic acid (100379-00-8) → 2,6-dimethylbenzoic acid (632-46-2)

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); potassium methanolate; In tetrahydrofuran; at 70 ℃; for 24h; Schlenk technique; Sealed tube;

upstream raw materials:

2,6-dimethylbenzamide

4-amino-2,6-dimethyl benzoic acid

2,2,2-trichloro-1-(2,6-dimethyl-phenyl)-ethanone

carbon dioxide

Downstream raw materials:

3,4,5-Tribromo-2,6-dimethylbenzoesaeure

1,2,3,5-tetrabromo-4,6-dimethyl-benzene

bis(2,6-dimethylbenzoyl) peroxide

4-nitro-N-[(2,6-dimethylphenyl)carbonyl]-L-phenylalanine methyl ester

Refernces

• 1、 O'Brien, Connor J.,Nicewicz, David A.. "Milled Dry Ice as a C1 Source for the Carboxylation of Aryl Halides". supporting information. p. 814 - 816. Retrieved 2021/03/01.
• 2、 Fujii, Ikuya,Semba, Kazuhiko,Li, Qiao-Zhi,Sakaki, Shigeyoshi,Nakao, Yoshiaki. "Magnesiation of Aryl Fluorides Catalyzed by a Rhodium-Aluminum Complex". supporting information. p. 11647 - 11652. Retrieved 2020/08/06.