Ethyl 3-methoxybenzoate

Base Information

• Chemical Name: Ethyl 3-methoxybenzoate
• CAS No.: 10259-22-0
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• Hs Code.: 2918990090
• European Community (EC) Number: 233-598-9
• DSSTox Substance ID: DTXSID40145343
• Nikkaji Number: J130.538G
• Wikidata: Q72475691
• Mol file: 10259-22-0.mol

Synonyms:ethyl 3-methoxybenzoate;10259-22-0;Ethyl m-anisate;Benzoic acid, 3-methoxy-, ethyl ester;3-methoxy-benzoic acid ethyl ester;EINECS 233-598-9;MFCD00015149;3-METHOXYBENZOIC ACID ETHYL ESTER;Ethyl-3-methoxybenzoate;ETHYL3-METHOXYBENZOATE;SCHEMBL1248647;DTXSID40145343;STK014282;AKOS003596811;AS-11356;SY109307;CS-0151776;FT-0615989;S10900;A896754;Ethyl m-anisate~3-Methoxybenzoic acid ethyl ester;3-Methoxybenzoic acid ethyl ester

Chemical Property of Ethyl 3-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0.0139mmHg at 25°C
• Refractive Index: 1.5150
• Boiling Point: 121.5°Cat760mmHg
• Flash Point: 25.4°C
• PSA: 35.53000
• Density: 0.881g/cm³
• LogP: 1.87190
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

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

Ethyl 3-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC=C1)OC

Technology Process of Ethyl 3-methoxybenzoate

There total 36 articles about Ethyl 3-methoxybenzoate 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: 99.0%

ethanol (64-17-5) + 3-Methoxybenzoic acid (586-38-9) → ethyl 3-methoxybenzoate (10259-22-0)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 20 ℃; for 5h;

DOI:10.1055/s-0039-1690017

Reference yield: 98.0%

ethanol (64-17-5) + methyl 3-methoxybenzoate (5368-81-0) → ethyl 3-methoxybenzoate (10259-22-0)

Guidance literature:

With platinum(IV) oxide; hydrogen; at 60 ℃; for 16h; under 750.075 - 1500.15 Torr; chemoselective reaction; Autoclave; Green chemistry;

DOI:10.1039/c8gc00500a

Reference yield: 97.5%

3-methoxy-1-iodobenzene (766-85-8) + carbon monoxide (201230-82-2) + sodium ethanolate (141-52-6) → ethyl 3-methoxybenzoate (10259-22-0)

Guidance literature:

With hierarchical Zn/Ni-metal-organic framework-2 nanosheet assembled hollow nanocubes immobilized Pd cluster colloids; In ethanol; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201406484

upstream raw materials:

ethanol

3-Methoxybenzoic acid

ethyl-3-hydroxybenzoate

methyl iodide

Downstream raw materials:

5-(3-methoxyphenyl)-1,3,4-oxadiazole-2-thiol

3-(3-methoxyphenyl)-2-(4-methoxyphenyl)-3-oxopropanenitrile

2-(3-methoxyphenyl)propan-2-ol

m-Methoxythiobenzoesaeure-O-aethylester

Refernces

• 1、 Wu, Shaojie,Zhang, Wenhui,Qi, Le,Ren, Yinghui,Ma, Haixia. "Investigation on 4-amino-5-substituent-1,2,4-triazole-3-thione Schiff bases an antifungal drug by characterization (spectroscopic, XRD), biological activities, molecular docking studies and electrostatic potential (ESP)". . p. 171 - 182. Retrieved 2019.
• 2、 Liang, Apeng,Han, Shuaijun,Wang, Liang,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Palladium-Catalyzed Carbonylations of Arylboronic Acids: Synthesis of Arylcarboxylic Acid Ethyl Esters". . p. 3104 - 3108. Retrieved 2015.
• 3、 Rajabi, Fatemeh,Arancon, Rick A.D.,Luque, Rafael. "Oxidative esterification of alcohols and aldehydes using supported iron oxide nanoparticle catalysts". . p. 101 - 103. Retrieved 2015.
• 4、 Karimi, Babak,Rajabi, Jamshid. "Efficient Aerobic Oxidation of Acetals to Esters Catalyzed by N-Hydroxy phthalimide (NHPI) and Co(II) under Mild Conditions". . p. 2373 - 2377. Retrieved 2003.
• 5、 Wan, Yali,Song, Fangxiang,Ye, Tao,Li, Guangxing,Liu, Dingfu,Lei, Yizhu. "Carbonylative Suzuki coupling and alkoxycarbonylation of aryl halides using palladium supported on phosphorus-doped porous organic polymer as an active and robust catalyst". . . Retrieved 2019.
• 6、 Ahmed, Muhammad Naeem,Yasin, Khawaja Ansar,Hameed, Shahid,Ayub, Khurshid,Haq, Ihsan-ul,Tahir, M. Nawaz,Mahmood, Tariq. "Synthesis, structural studies and biological activities of three new 2-(pentadecylthio)-5-aryl-1,3,4-oxadiazoles". . p. 50 - 59. Retrieved 2017.
• 7、 Tschaen, Brittany A.,Schmink, Jason R.,Molander, Gary A.. "Pd-catalyzed aldehyde to ester conversion: A hydrogen transfer approach". . p. 500 - 503. Retrieved 2013.
• 8、 Deora, Girdhar Singh,Karthikeyan, Chandrabose,Moorthy, N. S. Hari Narayana,Rathore, Vandana,Rawat, Arun K.,Tamrakar, Akhilesh K.,Srivastava,Trivedi, Piyush. "Design, synthesis and biological evaluation of novel arylidine- malononitrile derivatives as non-carboxylic inhibitors of protein tyrosine phosphatase 1B". . p. 5344 - 5348. Retrieved 2013.
• 9、 Islam, Sk Manirul,Ghosh, Kajari,Roy, Anupam Singha,Molla, Rostam Ali. "Polymer supported Pd catalyzed carbonylation of aryl bromides for the synthesis of aryl esters and amides". . p. 38986 - 38999. Retrieved 2014.
• 10、 Gavara, Laurent,Legru, Alice,Verdirosa, Federica,Sevaille, Laurent,Nauton, Lionel,Corsica, Giuseppina,Mercuri, Paola Sandra,Sannio, Filomena,Feller, Georges,Coulon, Rémi,De Luca, Filomena,Cerboni, Giulia,Tanfoni, Silvia,Chelini, Giulia,Galleni, Moreno,Docquier, Jean-Denis,Hernandez, Jean-Fran?ois. "4-Alkyl-1,2,4-triazole-3-thione analogues as metallo-β-lactamase inhibitors". supporting information. . Retrieved 2021/06/15.