5-Methoxy-2-methylbenzoic acid

Base Information

• Chemical Name: 5-Methoxy-2-methylbenzoic acid
• CAS No.: 3168-59-0
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918990090
• European Community (EC) Number: 811-370-5
• NSC Number: 97602
• DSSTox Substance ID: DTXSID20294661
• Nikkaji Number: J1.245.213F
• Wikidata: Q72490352
• Mol file: 3168-59-0.mol

Synonyms:5-methoxy-2-methylbenzoic acid;3168-59-0;5-Methoxy-2-methyl-benzoic acid;Benzoic acid, 5-methoxy-2-methyl-;MFCD01846081;5-Methoxy-2-methylbenzoicAcid;NSC97602;SCHEMBL11694926;DTXSID20294661;CL8128;NSC-97602;AKOS004907966;CS-W006228;FS-2230;AC-29259;SY021308;FT-0647512;EN300-107369;AE-562/43286947

Chemical Property of 5-Methoxy-2-methylbenzoic acid

Chemical Property:

• Vapor Pressure: 0.000347mmHg at 25°C
• Melting Point: 146-147℃
• Refractive Index: 1.54
• Boiling Point: 306 °C at 760 mmHg
• PKA: 3.78±0.25(Predicted)
• Flash Point: 124.3 °C
• PSA: 46.53000
• Density: 1.168 g/cm³
• LogP: 1.70180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98% ^*data from raw suppliers

5-Methoxy-2-methylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)OC)C(=O)O
• Uses: 5-Methoxy-2-methylbenzoic acid

Technology Process of 5-Methoxy-2-methylbenzoic acid

There total 22 articles about 5-Methoxy-2-methylbenzoic 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: 77.0%

methyl 5-methoxy-2-methyl-benzoate (73502-03-1) → 5-methoxy-o-toluic acid (3168-59-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1016/j.ejmech.2020.112857

Reference yield: 71.0%

dihydroxy-methyl-borane (13061-96-6) + 3-Methoxybenzoic acid (586-38-9) → 5-methoxy-o-toluic acid (3168-59-0)

Guidance literature:

With dipotassium hydrogenphosphate; silver carbonate; p-benzoquinone; palladium diacetate; In tert-butyl alcohol; at 100 ℃; for 3h;

DOI:10.1021/ja0701614

Reference yield: 56.8%

2-methyl-5-hydroxybenzoic acid (578-22-3) + dimethyl sulfate (77-78-1) → 5-methoxy-o-toluic acid (3168-59-0)

Guidance literature:

With potassium hydroxide; In water; for 16h; Reflux;

upstream raw materials:

5-methoxy-2-methylbenzonitrile

methyl 5-methoxy-2-methyl-benzoate

2-methyl-5-hydroxybenzoic acid

dimethyl sulfate

Downstream raw materials:

ethyl 4-methoxy-2-toluate

methyl 5-methoxy-2-methyl-benzoate

methyl 2-(bromomethyl)-5-methoxy-benzoate

Refernces

• 1、 Granchi, Carlotta,Bononi, Giulia,Ferrisi, Rebecca,Gori, Eleonora,Mantini, Giulia,Glasmacher, Sandra,Poli, Giulio,Palazzolo, Stefano,Caligiuri, Isabella,Rizzolio, Flavio,Canzonieri, Vincenzo,Perin, Tiziana,Gertsch, Jürg,Sodi, Andrea,Giovannetti, Elisa,Macchia, Marco,Minutolo, Filippo,Tuccinardi, Tiziano,Chicca, Andrea. "Design, synthesis and biological evaluation of second-generation benzoylpiperidine derivatives as reversible monoacylglycerol lipase (MAGL) inhibitors". . . Retrieved 2020/10/14.
• 2、 Giri, Ramesh,Maugel, Nathan,Li, Jiao-Jie,Wang, Dong-Hui,Breazzano, Steven P.,Saunders, Lindsey B.,Yu, Jin-Quan. "Palladium-catalyzed methylation and arylation of sp2 and sp 3 C-H bonds in simple carboxylic acids". . p. 3510 - 3511. Retrieved 2007/10/03.