Ethyl 3-hydroxybenzoate

Base Information

• Chemical Name: Ethyl 3-hydroxybenzoate
• CAS No.: 7781-98-8
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29182900
• European Community (EC) Number: 231-951-1
• NSC Number: 32427
• DSSTox Substance ID: DTXSID10228435
• Nikkaji Number: J47.825C
• Wikidata: Q63409799
• Mol file: 7781-98-8.mol

Synonyms:Ethyl 3-hydroxybenzoate;7781-98-8;Benzoic acid, 3-hydroxy-, ethyl ester;Ethyl m-hydroxybenzoate;m-Ethoxycarbonylphenol;3-Hydroxybenzoic Acid Ethyl Ester;ETHYL-3-HYDROXYBENZOATE;3-hydroxy-benzoic acid ethyl ester;MFCD00002296;m-Hydroxybenzoic acid ethyl ester;EINECS 231-951-1;Benzoic acid, m-hydroxy-, ethyl ester;AI3-20683;Ethyl3-hydroxybenzoate;ethyl-3-hydroxy-benzoate;Ethyl 3-hydroxyl-benzoate;3-Hydroxybenzoic acid ethyl;SCHEMBL149288;Ethyl 3-hydroxybenzoate, 99%;META HYDROXY ETHYLBENZOATE;DTXSID10228435;NSC32427;NSC 32427;NSC-32427;STK062852;Benzoic acid, m-hydroxy, ethyl ester;AKOS000120553;ANGC-7781-98-8;CCG-357317;CS-W017877;GS-3102;SY016314;E0333;FT-0615833;EN300-16107;F11274;A839203;AE-562/40233260;Q63409799;Z53833420;F3310-0952

Chemical Property of Ethyl 3-hydroxybenzoate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 71-73 °C
• Refractive Index: 1.5286 (estimate)
• Boiling Point: 295.7 °C at 760 mmHg
• PKA: 9.19±0.10(Predicted)
• Flash Point: 129.5 °C
• PSA: 46.53000
• Density: 1.168 g/cm³
• LogP: 1.56890
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: slightly soluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-Hydroxybenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC=C1)O
• Uses: Ethyl 3-hydroxybenzoate has been used in the synthesis of chiral derivatives of ethyl 3-(2-methylbutyloxy)benzoate and 4-(2-methylbutyloxy)-4′-acetylbiphenyl, via Mitsunobu reaction.

Technology Process of Ethyl 3-hydroxybenzoate

There total 32 articles about Ethyl 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: 100.0%

ethanol (64-17-5) + 3-Carboxyphenol (99-06-9) → ethyl-3-hydroxybenzoate (7781-98-8)

Guidance literature:

With hydrogenchloride; for 16h; Reflux;

DOI:10.3390/md12041839

Reference yield: 98.0%

3-bromo-5-hydroxybenzoic acid ethyl ester (870673-35-1) → ethyl-3-hydroxybenzoate (7781-98-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00044

Reference yield: 87.0%

ethyl 3-(but-3-en-1-yloxy)benzoate → ethyl-3-hydroxybenzoate (7781-98-8)

Guidance literature:

With [2,2]bipyridinyl; (1,2-dimethoxyethane)dichloronickel(II); water; bis(pinacol)diborane; lithium tert-butoxide; In methanol; N,N-dimethyl acetamide; at 30 ℃; for 24h; Schlenk technique;

upstream raw materials:

ethanol

3-hydroxybenzoyl chloride

3-Carboxyphenol

N,N-diethylaniline

Downstream raw materials:

m-EtO₂CC₆H₄OAc

3-ethoxybenzoic acid ethyl ester

3-hydroxybenzamide

3-hydroxy-benzohydroxamic acid

Refernces

• 1、 Yamazaki, Diego A.S.,Rozada, Andrew M.F.,Baréa, Paula,Reis, Elaine C.,Basso, Ernani A.,Sarragiotto, Maria Helena,Seixas, Flávio A.V.,Gauze, Gisele F.. "Novel arylcarbamate-N-acylhydrazones derivatives as promising BuChE inhibitors: Design, synthesis, molecular modeling and biological evaluation". . . Retrieved 2021/01/18.
• 2、 Schierle, Simone,Neumann, Sebastian,Heitel, Pascal,Willems, Sabine,Kaiser, Astrid,Pollinger, Julius,Merk, Daniel. "Design and Structural Optimization of Dual FXR/PPARδActivators". supporting information. p. 8369 - 8379. Retrieved 2020/08/12.