Ethyl 2-thien-2-ylbenzoate

Base Information

• Chemical Name: Ethyl 2-thien-2-ylbenzoate
• CAS No.: 6072-48-6
• Molecular Formula: C13H12 O2 S
• Molecular Weight: 232.303
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20383781
• Nikkaji Number: J2.249.559C
• Wikidata: Q82175577
• Mol file: 6072-48-6.mol

Synonyms:Ethyl 2-thien-2-ylbenzoate;6072-48-6;ethyl 2-thiophen-2-ylbenzoate;ethyl 2-(thiophen-2-yl)benzoate;ETHYL 2-THIEN-2-YL BENZOATE;Ethyl 2-(thien-2-yl)benzoate;ETHYL2-THIEN-2-YLBENZOATE;DTXSID20383781;MFCD06205188;2-(2-Thienyl)benzoic acid ethyl ester;J-520790

Chemical Property of Ethyl 2-thien-2-ylbenzoate

Chemical Property:

• Vapor Pressure: 2.65E-05mmHg at 25°C
• Boiling Point: 110 °C
• Flash Point: 170.2°C
• PSA: 54.54000
• Density: 1.169g/cm³
• LogP: 3.59180
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 232.05580079
• Heavy Atom Count: 16
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

ETHYL 2-THIEN-2-YLBENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C2=CC=CS2

Technology Process of Ethyl 2-thien-2-ylbenzoate

There total 2 articles about Ethyl 2-thien-2-ylbenzoate 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: 92.0%

2-bromobenzoic acid ethyl ester (6091-64-1) + 2-thienylmagnesium chloride (52770-33-9) → 2-thiophen-2-yl-benzoic acid ethyl ester (6072-48-6)

Guidance literature:

2-thienylmagnesium chloride; With N,N,N,N,-tetramethylethylenediamine; zinc(II) chloride; In tetrahydrofuran; at 80 ℃; for 0.25h; microwave irradiation;

2-bromobenzoic acid ethyl ester; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 80 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1016/j.tet.2005.09.022

Reference yield: 82.0%

2-bromothiophene (1003-09-4) + ethyl 2-iodobenzoate (1829-28-3) → 2-thiophen-2-yl-benzoic acid ethyl ester (6072-48-6)

Guidance literature:

2-bromothiophene; With iodine; magnesium; In tetrahydrofuran;

With zinc(II) chloride; In tetrahydrofuran; at 0 ℃;

ethyl 2-iodobenzoate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 12h;

DOI:10.1021/ol060183f

Reference yield: 73.0%

2-thiophen-2-yl-benzoic acid ethyl ester (6072-48-6) + phenylmagnesium bromide (100-58-3) → C23H16S

Guidance literature:

2-thiophen-2-yl-benzoic acid ethyl ester; phenylmagnesium bromide; In tetrahydrofuran; for 5h; Reflux;

With sulfuric acid; In acetic acid; at 80 ℃; for 4h;

DOI:10.1016/j.tetlet.2009.02.148

upstream raw materials:

2-bromobenzoic acid ethyl ester

2-thienylmagnesium chloride

2-bromothiophene

ethyl 2-iodobenzoate

Downstream raw materials:

4,4-di-p-tolyl-4H-indeno[1,2-b]thiophene

2-bromo-4,4-di-p-tolyl-4H-indeno[1,2-b]thiophene

2-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-8,8-di-p-tolyl-8H-3-thia-cyclopenta[a]indene

Refernces

• 1、 Mutule, Ilga,Suna, Edgars. "Arylzinc species by microwave assisted Grignard formation-transmetallation sequence: Application in the Negishi coupling". . p. 11168 - 11176. Retrieved 2007/10/03.