Methyl 4-hydroxy-3,5-dimethylbenzoate

Base Information

• Chemical Name: Methyl 4-hydroxy-3,5-dimethylbenzoate
• CAS No.: 34137-14-9
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID40495931
• Nikkaji Number: J2.370.385H
• Wikidata: Q82344399
• Mol file: 34137-14-9.mol

Synonyms:Methyl 4-hydroxy-3,5-dimethylbenzoate;34137-14-9;methyl 4-hydroxy-3,5-dimethyl-benzoate;4-hydroxy-3,5-dimethylbenzoic acid methyl ester;MFCD06203665;methyl 3,5-dimethyl-4-hydroxybenzoate;4-hydroxy-3,5-dimethyl-benzoic acid methyl ester;SCHEMBL198717;DTXSID40495931;SYMCPKCSVQELBJ-UHFFFAOYSA-N;Methyl4-hydroxy-3,5-dimethylbenzoate;AKOS006293741;Methyl-3,5-dimethyl-4-hydroxybenzoate;Methyl4-hydroxy-3,5-dimethyl-benzoate;PB42588;SY337309;CS-0309602;D96657

Chemical Property of Methyl 4-hydroxy-3,5-dimethylbenzoate

Chemical Property:

• Melting Point: 125-127oC
• PSA: 46.53000
• LogP: 1.79560
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

99%, ^*data from raw suppliers

4-Hydroxy-3,5-dimethylbenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C)C(=O)OC
• Uses: 4-Hydroxy-3,5-dimethylbenzoic Acid Methyl Ester is an derivative of 4-Hydroxy-3,5-dimethylbenzoic Acid (H941475), an intermediate used in the synthesis of Mexiletine (M340800) derivatives as orally bioavailable inhibitors.

Technology Process of Methyl 4-hydroxy-3,5-dimethylbenzoate

There total 21 articles about Methyl 4-hydroxy-3,5-dimethylbenzoate 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: 100.0%

methanol (67-56-1) + 3,5-dimethyl-4-hydroxybenzoic acid (4919-37-3) → methyl 4-hydroxy-3,5-dimethylbenzoate (34137-14-9)

Guidance literature:

With thionyl chloride; at 20 ℃; for 16h; Cooling with ice;

Reference yield: 79.0%

C31H46O6P2 → methyl 4-hydroxy-3,5-dimethylbenzoate (34137-14-9) + methyl 4-hydroxy-3-methylbenzoate (42113-13-3)

Guidance literature:

With di-μ-chlorotetrakis(η2-ethylene)dirhodium(I); hydrogen; In 1,4-dioxane; at 150 ℃; for 24h; under 7757.43 Torr;

DOI:10.1021/jacs.1c13342

Reference yield: 28.0%

C29H44O4P2 → methyl 4-hydroxy-3,5-dimethylbenzoate (34137-14-9) + methyl 4-hydroxy-3-methylbenzoate (42113-13-3)

Guidance literature:

With di-μ-chlorotetrakis(η2-ethylene)dirhodium(I); hydrogen; In 1,4-dioxane; at 150 ℃; for 24h; under 7757.43 Torr;

DOI:10.1021/jacs.1c13342

upstream raw materials:

methanol

3,5-dimethyl-4-hydroxybenzonitrile

diazomethane

3,5-dimethyl-4-hydroxybenzoic acid

Downstream raw materials:

4-allyloxy-3,5-dimethyl-benzoic acid methyl ester

4-(2-Dimethylamino-ethoxy)-3,5-dimethyl-benzoic acid methyl ester

3,5-dimethyl-4-(2-nitro-phenoxy)-benzoic acid methyl ester

methyl 3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzoate