METHYL 3-HYDROXY-4-METHYLBENZOATE

Base Information

• Chemical Name: METHYL 3-HYDROXY-4-METHYLBENZOATE
• CAS No.: 3556-86-3
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918290000
• Mol file: 3556-86-3.mol

Synonyms:3,4-Cresoticacid, methyl ester (6CI,7CI,8CI);3-Hydroxy-4-methylbenzoic acid methyl ester;Methyl 3-hydroxy-4-methylbenzoate;Methyl 4-methyl-3-hydroxybenzoate;NSC604566;

Chemical Property of METHYL 3-HYDROXY-4-METHYLBENZOATE

Chemical Property:

• Vapor Pressure: 1.41E-05mmHg at 25°C
• Melting Point: 119.0-120.5 °C
• Boiling Point: 294.6 °C at 760 mmHg
• PKA: 9.50±0.10(Predicted)
• Flash Point: 128.9 °C
• PSA: 46.53000
• Density: 1.169 g/cm³
• LogP: 1.48720
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Acetone (Slightly), Chloroform (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 4-Methyl-3-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4-Methyl-3-hydroxybenzoate is used in the preparation of potent antimalarial agents. Also used in the preparation of aromatic inhibtors of anthranilate synthase.

Technology Process of METHYL 3-HYDROXY-4-METHYLBENZOATE

There total 10 articles about METHYL 3-HYDROXY-4-METHYLBENZOATE 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-hydroxy-4-methylbenzoic acid (586-30-1) → methyl 4-methyl-3-hydroxybenzoate (3556-86-3)

Guidance literature:

With thionyl chloride; for 16h; Heating;

DOI:10.1039/b510633h

Reference yield: 94.0%

3-hydroxy-4-methylbenzoic acid (586-30-1) → methyl 4-methyl-3-hydroxybenzoate (3556-86-3)

Guidance literature:

With sulfuric acid; In methanol;

Reference yield: 86.0%

3-amino-4-methyl benzoic acid methyl ester (18595-18-1) → methyl 4-methyl-3-hydroxybenzoate (3556-86-3)

Guidance literature:

3-amino-4-methyl benzoic acid methyl ester; With tetrafluoroboric acid; In water; at 20 ℃; for 0.0333333h;

With sodium nitrite; In water; at 0 ℃; for 0.5h;

With copper(I) oxide; copper(II) sulfate; In water; at 0 - 20 ℃; for 0.5h;

DOI:10.1080/00397911.2018.1496263

upstream raw materials:

3-methoxycarbonylhepta-3,5-dienoic acid

methanol

3-hydroxy-4-methylbenzoic acid

diazomethane

Downstream raw materials:

methyl 4-methyl-3-trifluoromethanesulfonyloxybenzoate

3-(3-methoxy-propoxy)-4-methyl-benzoic acid methyl ester

methyl 3-isopropoxy-4-methylbenzoate

methyl 3-(p-t-butylbenzoyloxy)-4-methyl benzoate

Refernces

• 1、 Cheng, Lu,Wang, Huihui,Cai, Hengrui,Zhang, Jie,Gong, Xu,Han, Wei. "Iron-catalyzed arene C-H hydroxylation". . p. 77 - 81. Retrieved 2021/10/05.
• 2、 Ghosh, Koushik,Shankar, Majji,Rit, Raja K.,Dubey, Gurudutt,Bharatam, Prasad V.,Sahoo, Akhila K.. "Sulfoximine-Assisted One-Pot Unsymmetrical Multiple Annulation of Arenes: A Combined Experimental and Computational Study". supporting information. p. 9667 - 9681. Retrieved 2018/09/18.