Dimethyl 2,2'-thiobisacetate

Base Information

• Chemical Name: Dimethyl 2,2'-thiobisacetate
• CAS No.: 16002-29-2
• Molecular Formula: C6H10O4S
• Molecular Weight: 178.209
• Hs Code.: 2930909090
• European Community (EC) Number: 240-135-4
• DSSTox Substance ID: DTXSID10166787
• Nikkaji Number: J47.352I
• Wikidata: Q63396573
• Mol file: 16002-29-2.mol

Synonyms:16002-29-2;dimethyl 2,2'-thiodiacetate;Dimethyl 2,2'-thiobisacetate;methyl 2-(2-methoxy-2-oxoethyl)sulfanylacetate;Dimethyl 2,2/'-thiobisacetate;EINECS 240-135-4;Acetic acid, 2,2'-thiobis-, 1,1'-dimethyl ester;dimethyl thiodiacetate;Acetic acid, 2,2'-thiobis-, dimethyl ester;Thiodiglycolic acid dimethyl;methoxycarbonylmethyl sulfide;SCHEMBL11056301;DTXSID10166787;MFCD00234244;AKOS008911230;FS-5499;CS-0150674;FT-0658536;W18648;2,2'-THIOBIS(ACETIC ACID) DIMETHYL ESTER;A810101;Q63396573;METHYL 2-[(2-METHOXY-2-OXOETHYL)SULFANYL]ACETATE

Chemical Property of Dimethyl 2,2'-thiobisacetate

Chemical Property:

• Melting Point: 223-225 °C
• Boiling Point: 224.5 °C at 760 mmHg
• Flash Point: 95 °C
• PSA: 103.20000
• Density: 1.199 g/cm³
• LogP: 0.71380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 178.02997997
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl 2,2'-thiodiacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CSCC(=O)OC

Technology Process of Dimethyl 2,2'-thiobisacetate

There total 16 articles about Dimethyl 2,2'-thiobisacetate 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: 99.0%

Methyl thioglycolate (2365-48-2) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → dimethyl thiodiglycolate (16002-29-2)

Guidance literature:

With piperidine; at 50 ℃; for 2h;

DOI:10.1021/acs.jmedchem.5b00910

Reference yield: 93.0%

methyl chloroacetate (96-34-4) → dimethyl thiodiglycolate (16002-29-2)

Guidance literature:

With sodium sulfide; sodium hydroxide; sodium dihydrogenphosphate; methyl tributylammonium chloride; In water; toluene; at 30 - 35 ℃; for 3h; pH=6.0 - 6.7; Product distribution / selectivity;

Reference yield: 93.0%

methanol (67-56-1) + thiodiacetic acid (123-93-3) → dimethyl thiodiglycolate (16002-29-2)

Guidance literature:

With chloro-trimethyl-silane; at 0 - 20 ℃;

DOI:10.1002/ejoc.201402654

upstream raw materials:

methyl chloroacetate

methanol

thiodiacetic acid

thiodiglycolic acid monomethyl ester chloride

Downstream raw materials:

3,4-dihydroxythiophene-2,5-dicarboxylic acid dimethyl ester

thiodiglycollic acid monomethylester

1,7,10,13,16-pentaoxa-4-thiacyclooctadecane-2,6-dione

thiodiglcollic acid bis-amide

Refernces

• 1、 Bromby, Ashley D.,Hogan, David T.,Sutherland, Todd C.. "Core expanded, 21,23-dithiadiacenaphtho[1,2-: C] porphyrin interactions with [60]fullerene". . p. 4802 - 4805. Retrieved 2017.
• 2、 -. "SULFUR EXTRUSION FROM DISULFIDES BY CARBENES". Page/Page column 30; 39-40. . Retrieved 2021/10/30.
• 3、 Fabbro, Chiara,Armani, Simone,Carloni, Laure-Elie,De Leo, Federica,Wouters, Johan,Bonifazi, Davide. "2,5-Diamide-Substituted Five-Membered Heterocycles: Challenging Molecular Synthons". . p. 5487 - 5500. Retrieved 2014/10/15.