Ethyl (4-methylthiophenyl)acetate

Base Information

• Chemical Name: Ethyl (4-methylthiophenyl)acetate
• CAS No.: 14062-27-2
• Molecular Formula: C11H14O2S
• Molecular Weight: 210.297
• Hs Code.: 2930909899
• European Community (EC) Number: 806-768-0
• DSSTox Substance ID: DTXSID00441055
• Nikkaji Number: J3.038.230G
• Wikidata: Q72476263
• Mol file: 14062-27-2.mol

Synonyms:14062-27-2;ethyl (4-methylthiophenyl)acetate;4-(Methylthio)phenylacetic acid ethyl ester;Ethyl(4-methylthiophenyl)acetate;Benzeneacetic acid, 4-(methylthio)-, ethyl ester;Ethyl 2-(4-methylsulfanylphenyl)acetate;ethyl [4-(methylthio)phenyl]acetate;(4-Methylsulfanylphenyl)acetic acid ethyl ester;Ethyl 4-(methylsulphanyl)phenylacetate;Ethyl 2-(4-(methylthio)phenyl)acetate;Ethyl 4-methylthiophenylacetate;SCHEMBL1627244;DTXSID00441055;ZLQPAONBGBXGFN-UHFFFAOYSA-N;MFCD09751249;AKOS015889743;Ethyl [4-(methylsulfanyl)phenyl]acetate;2-(4-Methylsulfanyl-phenyl)-butyric acid;PS-11432;FT-0655952;[4-(Methylthio)phenyl]acetic acid ethyl ester;A50717

Chemical Property of Ethyl (4-methylthiophenyl)acetate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 30-32°C
• Refractive Index: 1.544
• Boiling Point: 301.637 °C at 760 mmHg
• Flash Point: 136.031 °C
• PSA: 51.60000
• Density: 1.111 g/cm³
• LogP: 2.51410
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 210.07145086
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Ethyl [4-(methylthio)phenyl]acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=C(C=C1)SC

Technology Process of Ethyl (4-methylthiophenyl)acetate

There total 13 articles about Ethyl (4-methylthiophenyl)acetate 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: 96.0%

ethanol (64-17-5) + 2-(4-(methylthio)phenyl)acetic acid (16188-55-9) → ethyl 4-methylthiophenylacetate (14062-27-2)

Guidance literature:

With sulfuric acid; for 8h; Heating;

DOI:10.1021/jo049264k

Reference yield: 96.0%

(4-bromophenyl)thioanisole (104-95-0) + diethyl malonate (105-53-3) → ethyl 4-methylthiophenylacetate (14062-27-2)

Guidance literature:

With potassium phosphate; 18-crown-6 ether; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; at 160 ℃; for 8h; Inert atmosphere;

DOI:10.1002/adsc.201100102

Reference yield: 95.0%

(4-methylsulfanylphenyl)oxoacetic acid ethyl ester (62936-31-6) → ethyl 4-methylthiophenylacetate (14062-27-2)

Guidance literature:

(4-methylsulfanylphenyl)oxoacetic acid ethyl ester; With sodium iodide; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201700276

upstream raw materials:

2-(4-(methylthio)phenyl)acetic acid

ethanol

methyl 1-methylsulfinyl-2-(4-methylthiophenyl)vinyl sulfide

4-(Methylthio)benzaldehyde

Downstream raw materials:

2-[4-(methylmercapto)phenyl]-1-ethanol

7-chloro-1-ethyl-3-(4-(methylthio)phenyl)-1,6-naphthyridin-2(1H)-one

diethyl 2-(2-methyl-2-(4-(methylthio)phenyl)propanoyloxy)malonate

2-methyl-2-(4-(methylthio)phenyl)propanoic acid chloride

Refernces

• 1、 Hu, Zhiyong,Wei, Xiao-Jing,Handelmann, Jens,Seitz, Ann-Katrin,Rodstein, Ilja,Gessner, Viktoria H.,Goo?en, Lukas J.. "Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands". supporting information. p. 6778 - 6783. Retrieved 2021/02/01.
• 2、 -. "Preparation method of 4-methylthio phenylacetic acid". Paragraph 0011. . Retrieved 2016/11/14.