Methyl 4-ethoxybenzoate

Base Information

• Chemical Name: Methyl 4-ethoxybenzoate
• CAS No.: 23676-08-6
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 29189990
• European Community (EC) Number: 245-817-5
• NSC Number: 8378
• DSSTox Substance ID: DTXSID50178344
• Nikkaji Number: J242.644G
• Wikidata: Q72490548
• Mol file: 23676-08-6.mol

Synonyms:Methyl 4-ethoxybenzoate;23676-08-6;4-Ethoxybenzoic acid methyl ester;Benzoic acid, 4-ethoxy-, methyl ester;AI3-20348;EINECS 245-817-5;Methyl p-ethoxybenzoate;Methyl p-Ethoxy Benzoate;SCHEMBL204175;DTXSID50178344;NSC8378;4-Ethoxy-benzoic acid methyl ester;4-Ethoxybenzoic acid, methyl ester;NSC 8378;NSC-8378;MFCD00017264;STK446997;AKOS000269699;AB11781;CS-W017204;AI320348;AS-63084;AI3 20348;AI320348AI3-20348;FT-0628634;M2738;A816839;W-107388

Chemical Property of Methyl 4-ethoxybenzoate

Chemical Property:

• Appearance/Colour: White crystalline low melting solid
• Vapor Pressure: 0.00857mmHg at 25°C
• Melting Point: 36-38 °C
• Refractive Index: 1.499
• Boiling Point: 266.58 °C at 760 mmHg
• Flash Point: 106.102 °C
• PSA: 35.53000
• Density: 1.074 g/cm³
• LogP: 1.87190
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in alcohol and ether. Insoluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

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

Methyl4-Ethyloxybenzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C(=O)OC
• Uses: Methyl 4-ethoxybenzoate is used in the preparation of 4- ethoxybenzoic acid by reacting with aluminum tribromide. It is involved in the preparation of apricoxib, which is a selective cyclooxygenase inhibitor.

Technology Process of Methyl 4-ethoxybenzoate

There total 20 articles about Methyl 4-ethoxybenzoate 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: 99.64%

diethyl sulfate (64-67-5) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 4-ethoxybenzoate (23676-08-6)

Guidance literature:

With potassium carbonate; In butanone; at 78 - 80 ℃; for 2h;

DOI:10.14233/ajchem.2018.20912

Reference yield: 90.0%

1-(4-ethoxyphenyl)ethyl alcohol (116071-56-8,52067-36-4,225920-04-7) → 4-(ethoxy)benzoic acid (619-86-3) + methyl 4-ethoxybenzoate (23676-08-6)

Guidance literature:

With sodium nitrate; water; oxygen; In dimethyl sulfoxide; at 130 ℃; for 24h;

DOI:10.1002/anie.201908788

Reference yield: 90.0%

methanol (67-56-1) + 1-(4-ethoxyphenyl)ethyl alcohol (116071-56-8,52067-36-4,225920-04-7) → methyl 4-ethoxybenzoate (23676-08-6)

Guidance literature:

With N-iodo-succinimide; 1,10-Phenanthroline; oxygen; potassium carbonate; copper dichloride; In dimethyl sulfoxide; at 140 ℃; for 12h; under 3750.38 Torr; Molecular sieve;

DOI:10.1016/j.chempr.2020.09.006

upstream raw materials:

4-(ethoxy)benzoic acid

diazomethane

4-ethoxy-pyran-2-one

propynoic acid methyl ester

Downstream raw materials:

4-ethoxybenzohydrazide

5-(4-ethoxy-phenyl)-[1,3,4]-oxadiazole-2-thiol

methyl 3-amino-4-ethoxybenzoate

Refernces

• 1、 Yu, Congjun,?zkaya, Bünyamin,Patureau, Frederic W.. "Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes". supporting information. p. 3682 - 3687. Retrieved 2021/02/01.
• 2、 Li, Yong,Liu, Qingbin,Ma, Yanping,Solan, Gregory A.,Sun, Wen-Hua,Wang, Zheng,Zhang, Qiuyue,Zhao, Ziwei,Zhong, Yanxia. "Ruthenium-catalyzed hydrogenation of CO2as a route to methyl esters for use as biofuels or fine chemicals". . p. 6766 - 6774. Retrieved 2020/08/25.