Dimethyl 2-(bis(methylthio)methylene)malonate

Base Information

• Chemical Name: Dimethyl 2-(bis(methylthio)methylene)malonate
• CAS No.: 19607-08-0
• Molecular Formula: C8H12 O4 S2
• Molecular Weight: 236.313
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID90379277
• Nikkaji Number: J1.971.317B
• Wikidata: Q82169008
• Mol file: 19607-08-0.mol

Synonyms:19607-08-0;Dimethyl 2-(bis(methylthio)methylene)malonate;Dimethyl 2-[di(methylthio)methylidene]malonate;1,3-dimethyl 2-[bis(methylsulfanyl)methylidene]propanedioate;dimethyl 2-[bis(methylsulfanyl)methylidene]propanedioate;SCHEMBL17831358;DTXSID90379277;HMS1661D03;MFCD00085113;AKOS015912020;CCG-235598;NS-03193;CS-0333715;FT-0725932;E79794;[Bis(methylthio)methylene]malonic acid dimethyl ester;Dimethyl [bis(methylsulfanyl)methylidene]propanedioate;9,9-dimethyl-9h-fluoren-2,7-diyl-2,7-diboronic acid;Propanedioicacid,2-[bis(methylthio)methylene]-,1,3-dimethyl ester

Chemical Property of Dimethyl 2-(bis(methylthio)methylene)malonate

Chemical Property:

• Vapor Pressure: 0.0021mmHg at 25°C
• Melting Point: 78-79°C
• Boiling Point: 290.2°Cat760mmHg
• Flash Point: 128°C
• PSA: 103.20000
• Density: 1.252g/cm³
• LogP: 1.27000
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 236.01770121
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl2-(bis(methylthio)methylene)malonate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=C(SC)SC)C(=O)OC

Technology Process of Dimethyl 2-(bis(methylthio)methylene)malonate

There total 3 articles about Dimethyl 2-(bis(methylthio)methylene)malonate 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:

carbon disulfide (75-15-0,12122-00-8) + malonic acid dimethyl ester (108-59-8) + methyl iodide (74-88-4) → methyl 2-methoxycarbonyl-3,3-di(methylsulfanyl)acrylate (19607-08-0)

Guidance literature:

Multistep reaction; (i) NaOMe, MeOH, (ii) /BRN= 969135/;

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + dimethyl sulfate (77-78-1) + malonic acid dimethyl ester (108-59-8) → methyl 2-methoxycarbonyl-3,3-di(methylsulfanyl)acrylate (19607-08-0)

Guidance literature:

Multistep reaction; (i) NaOMe, MeOH, (ii) /BRN= 635994/;

Reference yield:

→ methyl 2-methoxycarbonyl-3,3-di(methylsulfanyl)acrylate (19607-08-0)

Guidance literature:

upstream raw materials:

carbon disulfide

dimethyl sulfate

malonic acid dimethyl ester

methyl iodide

Downstream raw materials:

methyl 3,4-dihydro-4-methylthio-2-phenyl-4-oxopyrimidine-5-carboxylate

6-[(E)-2-(4-Methoxy-phenyl)-vinyl]-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylic acid methyl ester

6-(3-Chloro-4-fluoro-phenyl)-4-methylsulfanyl-2-oxo-2H-pyran-3-carboxylic acid methyl ester

methyl 6-(4-chlorophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylate

Refernces

• 1、 Hagooly, Aviv,Rozen, Shlomo. "The first general method for α-trifluoromethylation of carboxylic acids using BrF3". . p. 594 - 595. Retrieved 2007/10/03.