Methyl 4-hydroxy-3-methylbenzoate

Base Information

• Chemical Name: Methyl 4-hydroxy-3-methylbenzoate
• CAS No.: 42113-13-3
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918290000
• European Community (EC) Number: 895-188-1
• DSSTox Substance ID: DTXSID60459737
• Wikidata: Q82283571
• Mol file: 42113-13-3.mol

Synonyms:METHYL 4-HYDROXY-3-METHYLBENZOATE;42113-13-3;4-Hydroxy-3-methyl-benzoic acid methyl ester;Methyl 4-hydoxy-3-methylbenzoate;MFCD06203848;Methyl 4-hydroxy-3-methyl-benzoate;4-hydroxy-3-methylbenzoic acid methyl ester;SCHEMBL172476;DTXSID60459737;AMY28228;CL8573;AKOS005174516;CS-W005275;GS-3000;METHYL4-HYDROXY-3-METHYLBENZOATE;SY056797;3-methyl-4-hydroxybenzoic acid methyl ester;FT-0768993;4-Hydroxy-3-methylbenzoic acid, methyl ester;EN300-266273;4-HYDROXY-3-METHYL-BENZOICACIDMETHYLESTER;A825767;methyl 4-hydroxy-3-methyl-benzoate;Methyl 4-hydroxy-3-methylbenzoate

Chemical Property of Methyl 4-hydroxy-3-methylbenzoate

Chemical Property:

• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 124-125℃
• Refractive Index: 1.542
• Boiling Point: 282.9 °C at 760 mmHg
• PKA: 8.70±0.18(Predicted)
• Flash Point: 122.2 °C
• PSA: 46.53000
• Density: 1.169 g/cm³
• LogP: 1.48720
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.2
• 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:

99%, ^*data from raw suppliers

Methyl4-hydroxy-3-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C(=O)OC)O

Technology Process of Methyl 4-hydroxy-3-methylbenzoate

There total 21 articles about Methyl 4-hydroxy-3-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) + 4-hydroxy-3-methylbenzoic acid (499-76-3) → methyl 4-hydroxy-3-methylbenzoate (42113-13-3)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 12h;

Reference yield: 88.0%

4-hydroxy-3-methylbenzoic acid (499-76-3) → methyl 4-hydroxy-3-methylbenzoate (42113-13-3)

Guidance literature:

With sulfuric acid; In methanol; for 48h; Heating / reflux;

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

upstream raw materials:

4-hydroxy-3-methylbenzoic acid

(E)-3-methyl-4-methoxy-3-buten-2-one

propynoic acid methyl ester

methanol

Downstream raw materials:

4-acetoxy-3-methyl-benzoic acid methyl ester

methyl 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthoyl)methyloxy]-3-methylbenzoate

3-methyl-4-[(3,7-dimethyl-2,6-octadienyl)oxy]benzoic acid methyl ester

methyl 3-chloro-4-hydroxy-5-methylbenzoate

Refernces

• 1、 Dong, Guangbin,Ratchford, Benjamin L.,Xue, Yibin,Zhang, Rui,Zhu, Jun. "Catalytic Activation of Unstrained C(Aryl)-C(Alkyl) Bonds in 2,2′-Methylenediphenols". supporting information. p. 3242 - 3249. Retrieved 2022/02/23.
• 2、 Pieber, Bartholom?us,Malik, Jamal A.,Cavedon, Cristian,Gisbertz, Sebastian,Savateev, Aleksandr,Cruz, Daniel,Heil, Tobias,Zhang, Guigang,Seeberger, Peter H.. "Semi-heterogeneous Dual Nickel/Photocatalysis using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides". supporting information. p. 9575 - 9580. Retrieved 2019/06/25.