Ethyl 3-methyl-2-(phenylsulfanyl)but-2-enoate

Base Information

• Chemical Name: Ethyl 3-methyl-2-(phenylsulfanyl)but-2-enoate
• CAS No.: 80539-02-2
• Molecular Formula: C13H16O2S
• Molecular Weight: 236.335
• DSSTox Substance ID: DTXSID60540659
• Nikkaji Number: J329.987B
• Mol file: 80539-02-2.mol

Synonyms:80539-02-2;Ethyl 3-methyl-2-(phenylsulfanyl)but-2-enoate;DTXSID60540659

Chemical Property of Ethyl 3-methyl-2-(phenylsulfanyl)but-2-enoate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 236.08710092
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=C(C)C)SC1=CC=CC=C1

Technology Process of Ethyl 3-methyl-2-(phenylsulfanyl)but-2-enoate

There total 4 articles about Ethyl 3-methyl-2-(phenylsulfanyl)but-2-enoate 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: 84.0%

2-Benzenesulfinyl-3-methyl-butyric acid ethyl ester (100200-75-7) → Ethyl 2-(phenylthio)-3-methyl-2-butenoate (80539-02-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; In diethyl ether; at 35 ℃; for 3h;

DOI:10.1016/S0040-4039(00)94836-6

Reference yield: 81.0%

ethyl 2-chloro-3-methylbut-3-enoate (127229-65-6) + thiophenol (108-98-5) → Ethyl 2-(phenylthio)-3-methyl-2-butenoate (80539-02-2)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo00299a034

Reference yield:

ethyl 2-bromo-3-methyl-2-butenoate (79405-50-8) + thiophenol (108-98-5) → Ethyl 2-(phenylthio)-3-methyl-2-butenoate (80539-02-2) + diphenyldisulfane (882-33-7)

Guidance literature:

With potassium carbonate; In acetone; at 45 ℃; for 24h; Mechanism; Product distribution;

upstream raw materials:

2-Benzenesulfinyl-3-methyl-butyric acid ethyl ester

ethyl 2-bromo-3-methyl-2-butenoate

thiophenol

ethyl 2-chloro-3-methylbut-3-enoate