Methyl 3-(phenylthio)isobutyrate

Base Information

• Chemical Name: Methyl 3-(phenylthio)isobutyrate
• CAS No.: 777-80-0
• Molecular Formula: C11H14 O2 S
• Molecular Weight: 210.297
• European Community (EC) Number: 212-290-8
• NSC Number: 2273
• DSSTox Substance ID: DTXSID901002581
• Nikkaji Number: J193.167I
• Mol file: 777-80-0.mol

Synonyms:777-80-0;Methyl 3-(phenylthio)isobutyrate;EINECS 212-290-8;Methyl 2-methyl-3-(phenylthio)propanoate;methyl 2-methyl-3-(phenylthio)propionate;NSC2273;DTXSID901002581;NSC 2273;NSC-2273;MFCD00025873;AKOS009029896;2-Methyl-3-(phenylthio)propanoic acid methyl ester;2-METHYL-3-(PHENYLTHIO)PROPIONIC ACID, METHYL ESTER

Chemical Property of Methyl 3-(phenylthio)isobutyrate

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Boiling Point: 301.1°C at 760 mmHg
• Flash Point: 135.7°C
• PSA: 51.60000
• Density: 1.1g/cm³
• LogP: 2.58780
• 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: 176

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CSC1=CC=CC=C1)C(=O)OC

Technology Process of Methyl 3-(phenylthio)isobutyrate

There total 9 articles about Methyl 3-(phenylthio)isobutyrate 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: 100.0%

thiophenol (108-98-5) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → methyl 3-(phenylthio)isobutyrate (777-80-0)

Guidance literature:

In acetonitrile; electrolysis (0.01-0.1 N Et₄NBr or Bu₄NBr, Pt cathode, Mg anode);

DOI:10.1007/BF00959684

Reference yield: 94.0%

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) + diphenyldisulfane (882-33-7) → methyl 3-(phenylthio)isobutyrate (777-80-0)

Guidance literature:

With rongalite; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; chemoselective reaction;

DOI:10.1016/j.tet.2010.02.001

Reference yield: 70.0%

sodium methylate (124-41-4) + C23H27N2O3S(1+)*C2F6NO4S2(1-) → methyl 3-(phenylthio)isobutyrate (777-80-0)

Guidance literature:

In tetrahydrofuran; methanol; Heating;

DOI:10.1016/j.tetlet.2003.10.198

upstream raw materials:

thiophenol

methacrylic acid methyl ester

benzenesulfonyl chloride

diphenyldisulfane

Downstream raw materials:

β-benzenesulfonyl-isobutyric acid methyl ester

3-Benzenesulfinyl-2-methyl-propionic acid methyl ester

methyl (Z)-2-methyl-3-(phenylthio)-2-propenoate

methyl (E)-2-methyl-3-(phenylthio)-2-propenoate

Refernces

• 1、 Das, Anupam,Thomas, K. R. Justin. "Facile Thiol–Ene Click Protocol Using Benzil as Sensitizer and White LED as Light Source". supporting information. p. 7214 - 7218. Retrieved 2020/11/30.
• 2、 Raghavan, Sadagopan,Rajendar, Sheelamanthula. "Stereoselective total synthesis of (-)-nupharamine utilizing an α-chlorosulfide and a sulfinimine for C-C bond formation". . p. 131 - 137. Retrieved 2015/12/30.