Methyl 3-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3-hydroxybenzoate
• CAS No.: 19438-10-9
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29163100
• European Community (EC) Number: 243-071-5
• NSC Number: 40536
• UNII: 569M9G3STJ
• DSSTox Substance ID: DTXSID50173071
• Nikkaji Number: J47.816D
• Wikidata: Q27261392
• Metabolomics Workbench ID: 87133
• ChEMBL ID: CHEMBL2272613
• Mol file: 19438-10-9.mol

Synonyms:Methyl 3-hydroxybenzoate;19438-10-9;Methyl m-hydroxybenzoate;3-Hydroxybenzoic acid methyl ester;m-Carbomethoxyphenol;m-Hydroxybenzoic acid methyl ester;Benzoic acid, 3-hydroxy-, methyl ester;Methyl m-oxybenzoate;3-(Methoxycarbonyl)phenol;3-hydroxy-benzoic acid methyl ester;Benzoic acid, m-hydroxy-, methyl ester;3-carbomethoxyphenol;MFCD00002295;NSC 40536;UNII-569M9G3STJ;569M9G3STJ;EINECS 243-071-5;NSC-40536;AI3-31869;methyl 3hydroxybenzoate;methyl-3-hydroxybenzoate;methyl metahydroxybenzoate;methyl 3- hydroxybenzoate;methyl 3-hydroxy-benzoate;Methyl-3-hydroxy-benzoate;3-Hydroxybenzoic acid methyl;SCHEMBL67203;METHYL3-HYDROXYBENZOATE;3-HO-C6H4-COOCH3;CHEMBL2272613;Methyl 3-hydroxybenzoate, 99%;DTXSID50173071;CHEBI:165218;3-hydroxy benzoic acid methyl ester;CS-B0668;METHYL META HYDROXY BENZOATE;NSC40536;AB7533;STK019404;AKOS000120513;CCG-357318;PS-5398;SY001617;BENZOIC ACID,3-HYDROXY,METHYL ESTER;AM20060315;FT-0628561;H0215;EN300-15490;AE-562/40228867;W-107702;Q27261392;F3146-0101;BENZYL2-METHYL-2,3,4,7-TETRAHYDRO-1H-AZEPINE-1-CARBOXYLATE

Chemical Property of Methyl 3-hydroxybenzoate

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.00186mmHg at 25°C
• Melting Point: 70-72 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 283.3 °C at 760 mmHg
• PKA: 9.15±0.10(Predicted)
• Flash Point: 126.7 °C
• PSA: 46.53000
• Density: 1.209 g/cm³
• LogP: 1.17880
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in chloroform, dimetyl Sulfoxide,ethanol and methanol.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-Hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC=C1)O
• Uses: Methyl 3-Hydroxybenzoate can be used to increase the stability of agents to treat keratin material. Methyl 3-hydroxybenzoate is used in the preparation of 3-hydroxybenzene-1,2-dicarbaldehyde and O-methyl O-[3-methyl-4-(methylthio)phenyl]O-(3-methylcarboxyphenyl) phosphorothioate. Methyl 3-hydroxybenzoate has been used in synthesis of:3-hydroxybenzene-1,2-dicarbaldehydeO-methyl O-[3-methyl-4-(methylthio)phenyl]O-(3-methylcarboxyphenyl) phosphorothioate

Technology Process of Methyl 3-hydroxybenzoate

There total 88 articles about Methyl 3-hydroxybenzoate 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: 99.8%

methanol (67-56-1) + 3-Carboxyphenol (99-06-9) → methyl 3-hydroxybenzoate (19438-10-9)

Guidance literature:

With sulfuric acid; at 20 ℃; for 5h;

DOI:10.1039/b716529c

Reference yield: 98.0%

methanol (67-56-1) + meta-hydroxybenzaldehyde (100-83-4) → methyl 3-hydroxybenzoate (19438-10-9)

Guidance literature:

With palladium 10% on activated carbon; oxygen; sodium carbonate; at 100 ℃; for 1h; under 15001.5 Torr; Microwave irradiation; Green chemistry;

DOI:10.3762/bjoc.10.149

Reference yield: 92.0%

[3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4) → methyl 3-hydroxybenzoate (19438-10-9)

Guidance literature:

With oxygen; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Irradiation;

DOI:10.1021/acscatal.5b00025

upstream raw materials:

methanol

3-hydroxybenzoyl chloride

3-Carboxyphenol

dimethyl sulfate

Downstream raw materials:

3-hydroxybenzamide

(+/-)-trans-3-hydroxycyclohexanecarboxylic acid

(+/-)-cis-3-hydroxycyclohexanecarboxylic acid

3-hydroxy-2,4,6-triiodo-benzoic acid methyl ester

Refernces

• 1、 Khan, Faiz Ahmed,Dash, Jyotirmayee,Jain, Dheeraj,Prabhudas. "Rearrangement of 1,4,5,6-tetrahalo-7,7-dimethoxybicyclo[2.2.1]-hept-5-en-2-ones to phenolic derivatives". . p. 3132 - 3134. Retrieved 2001.
• 2、 Kotar, Anita,Toma?i?, Tihomir,Lenar?i? ?ivkovi?, Martina,Jug, Gregor,Plavec, Janez,Anderluh, Marko. "STD NMR and molecular modelling insights into interaction of novel mannose-based ligands with DC-SIGN". . p. 862 - 875. Retrieved 2016.
• 3、 Qiu, Qianqian,Wang, Yanjuan,Gu, Guolong,Yu, Fan,Zhang, Shichao,Zhao, Yining,Ling, Bai. "Design, synthesis, and biological evaluation of novel FXR agonists based on auraptene". . . Retrieved 2021.
• 4、 Barravecchia, Ivana,Bononi, Giulia,Caligiuri, Isabella,Demontis, Gian Carlo,Granchi, Carlotta,Macchia, Marco,Minutolo, Filippo,Poli, Giulio,Rizzolio, Flavio,Tonarini, Giacomo,Tuccinardi, Tiziano. "Monoacylglycerol lipase (MAGL) inhibitors based on a diphenylsulfide-benzoylpiperidine scaffold". . . Retrieved 2021/07/19.