Propanoic acid, 2-methyl-2-[(phenylthioxomethyl)thio]-, ethyl ester

Base Information

• Chemical Name: Propanoic acid, 2-methyl-2-[(phenylthioxomethyl)thio]-, ethyl ester
• CAS No.: 201611-84-9
• Molecular Formula: C13H16O2S2
• Molecular Weight: 268.39500
• European Community (EC) Number: 689-693-4
• DSSTox Substance ID: DTXSID70432571
• Nikkaji Number: J1.367.752B
• Wikidata: Q82246644
• Mol file: 201611-84-9.mol

Synonyms:201611-84-9;Propanoic acid, 2-methyl-2-[(phenylthioxomethyl)thio]-, ethyl ester;2-(ethoxycarbonyl)prop-2-yl dithiobenzoate;2-(ETHOXYCARBONYL)-2-PROPYLDITHIOBENZOATE;Ethyl 2-methyl-2-((phenylcarbonothioyl)thio)propanoate;starbld0042898;Ethyl 2-methyl-2-(phenylthiocarbonylthio)propionate;SCHEMBL164403;DTXSID70432571;MDFLMFRGXQRZII-UHFFFAOYSA-N;CS-0133376;F82735;2-(alpha-Thioxobenzylthio)isobutyric acid ethyl ester;ethyl 2-(benzenecarbonothioylsulfanyl)-2-methylpropanoate;Ethyl 2-methyl-2-(phenylthiocarbonylthio)propionate, 95%;ETHYL 2-(BENZENECARBOTHIOYLSULFANYL)-2-METHYLPROPANOATE

Chemical Property of Propanoic acid, 2-methyl-2-[(phenylthioxomethyl)thio]-, ethyl ester

Chemical Property:

• Refractive Index: n20/D1.600
• Boiling Point: 355.3±44.0 °C(Predicted)
• PSA: 83.69000
• Density: 1.148 g/mL at 25 °C
• LogP: 3.43700
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 268.05917210
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-methyl-2-(phenylthiocarbonylthio)propionate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)SC(=S)C1=CC=CC=C1
• Uses: RAFT agent for controlled radical polymerization; well-suited for polymerization of methacrylates, methacrylamides, and to a lesser extent styrenes, acrylates, and acrylamides. Chain Transfer Agent (CTA)

Technology Process of Propanoic acid, 2-methyl-2-[(phenylthioxomethyl)thio]-, ethyl ester

There total 4 articles about Propanoic acid, 2-methyl-2-[(phenylthioxomethyl)thio]-, ethyl ester 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: 42.2%

ethyl 2-bromoisobutyrate (600-00-0) + bromobenzene (108-86-1,52753-63-6) → 2-(ethoxycarbonyl)prop-2-yl dithiobenzoate (201611-84-9)

Guidance literature:

With carbon disulfide; magnesium; In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; diethyl ether;

Reference yield: 42.2%

carbon disulfide (75-15-0,12122-00-8) + ethyl 2-bromoisobutyrate (600-00-0) + bromobenzene (108-86-1,52753-63-6) → 2-(ethoxycarbonyl)prop-2-yl dithiobenzoate (201611-84-9)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran;

carbon disulfide; In tetrahydrofuran; at 40 ℃; for 0.25h;

ethyl 2-bromoisobutyrate; In tetrahydrofuran; at 80 ℃; for 60h;

DOI:10.1021/ma020882h

Reference yield: 34.2%

carbon disulfide (75-15-0,12122-00-8) + ethyl 2-bromoisobutyrate (600-00-0) + phenylmagnesium bromide (100-58-3) → 2-(ethoxycarbonyl)prop-2-yl dithiobenzoate (201611-84-9)

Guidance literature:

carbon disulfide; phenylmagnesium bromide; In tetrahydrofuran; at 40 - 60 ℃; Inert atmosphere;

ethyl 2-bromoisobutyrate; In tetrahydrofuran; at 80 ℃; for 60h; Inert atmosphere;

DOI:10.1016/j.reactfunctpolym.2010.10.007

upstream raw materials:

carbon disulfide

ethyl 2-bromoisobutyrate

bromobenzene

phenylmagnesium bromide