16002-29-2

Basic information

• Product Name: dimethyl 2,2'-thiobisacetate
• Synonyms: dimethyl 2,2'-thiobisacetate;2,2'-Thiobis(acetic acid methyl) ester;2,2'-Thiobis(acetic acid)dimethyl ester;2,2'-Thiodiacetic acid dimethyl ester;Thiobis(acetic acid methyl) ester;Thiodiacetic acid dimethyl ester;Thiodiglycolic acid dimethyl;Einecs 240-135-4
• CAS NO: 16002-29-2
• Molecular Formula: C₆H₁₀O₄S
• Molecular Weight: 178.2062
• EINECS: 240-135-4
• Mol File: 16002-29-2.mol

Chemical Properties

• Boiling Point: 224.5 °C at 760 mmHg
• Flash Point: 95 °C
• Appearance: /
• Density: 1.199 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: dimethyl 2,2'-thiobisacetate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2,2'-thiobisacetate(16002-29-2)
• EPA Substance Registry System: dimethyl 2,2'-thiobisacetate(16002-29-2)

Safety Data

• Hazardous Substances Data: 16002-29-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow to colorless liquid

Upstream product

• 96-34-4 methyl chloroacetate 
• 67-56-1 methanol 
• 2365-48-2 Methyl thioglycolate 
• 292638-85-8 acrylic acid methyl ester 
• 30556-83-3 2,2',2''-thiotris(acetic acid)betaine 
• 689-77-0 α-thiocyanato-acetic acid methyl ester 
• 75-33-2 2-propanethiol 
• 96-32-2 bromoacetic acid methyl ester 
• 42271-17-0 sodium (2-methoxy-2-oxoethyl)sulfanide 
• 1665-64-1 methyl bis(thioacetate) 
• 61363-69-7 thiodiglycolic acid monomethyl ester chloride 
• 123-93-3 thiodiacetic acid 
• 110-99-6 2,2'-oxybis-acetic acid 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 63689-64-5 1,7,10,13,16-pentaoxa-4-thiacyclooctadecane-2,6-dione 
• 2689-68-1 methyl 4-oxotetrahydrothiophene-3-carboxylate 
• 108199-25-3 2,5-dicarbmethoxy-3,4-dihydroxy-thiophene disodium salt 
• 14618-65-6 thiodiglcollic acid bis-amide 
• 91114-48-6 thiodiglycollic acid monomethylester 
• 58416-04-9 3,4-dihydroxythiophene-2,5-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Enzymatic Hydrolyses of the ?-Symmetric Dicarboxylic Diesters Bearing a Sulfinyl Group as the Prochiral Center

Enzymatic hydrolyses of the ?-symmetric dicarboxylic diesters bearing a sulfinyl group as the prochiral center were examined by employing porcine liver esterase and porcine pancreatic lipase.Eventually, their chiral half esters were elaborately obtained as the corresponding chiral phenacyl esters.The stereochemistry of the chiral half esters was determined by the X-ray analysis and their chemical correlations.

Core expanded, 21,23-dithiadiacenaphtho[1,2-: C] porphyrin interactions with [60]fullerene

Here, aromatic core expansion of 21,23-dithiaporphyrins is undertaken through ring fusion of acenaphthyl groups, resulting in a curved structure. The curved pi-system exhibited low energy absorption bands (>1000 nm) and demonstrated an interaction with [60]fullerene.

SULFUR EXTRUSION FROM DISULFIDES BY CARBENES

The present invention relates to a method for preparing a compound T having a thioether group from a compound D having a disulfide group in the presence of a carbene.

Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents

A critical question in natural product-based drug discovery is how to translate the product into drug-like molecules with optimal pharmacological properties. The generation of natural product-inspired scaffold diversity is an effective but challenging strategy to investigate the broader chemical space and identify promising drug leads. Extending our efforts to the natural product evodiamine, a diverse library containing 11 evodiamine-inspired novel scaffolds and their derivatives were designed and synthesized. Most of them showed good to excellent antitumor activity against various human cancer cell lines. In particular, 3-chloro-10-hydroxyl thio-evodiamine (66c) showed excellent in vitro and in vivo antitumor efficacy with good tolerability and low toxicity. Antitumor mechanism and target profiling studies indicate that compound 66c is the first-in-class triple topoisomerase I/topoisomerase II/tubulin inhibitor. Overall, this study provided an effective strategy for natural product-based drug discovery. (Figure Presented).

2,5-Diamide-Substituted Five-Membered Heterocycles: Challenging Molecular Synthons

We describe synthetic routes for preparing previously unknown 2,5-diamide-substituted five-membered heterocycles based on the thiophene, pyrrole, and furan ring systems by exploiting Curtius-like rearrangement reactions. Conformation analysis of the 2,5-diamidothiophene derivatives identified a "closed" conformation, in which the two carbonyl O atoms are in close contact with the thiophene S atom.

PROCESS FOR PREPARING DIALKYL THIODIGLYCOLATES

A process is described for preparing alkyl thiodiglycolates of the general formula (I) [in-line-formulae]R—OOC—CH2-S—CH2-COO—R ??(I)[/in-line-formulae] where R is a radical of branched or unbranched C1 to C10-alkyl, characterized in that an alkyl haloacetate of the general formula (II) [in-line-formulae]X—CH2-COO—R ??(II)[/in-line-formulae] where X is a chlorine or bromine atom and R is as defined for compounds of the formula (I) is reacted with an aqueous solution of alkali metal sulphide or alkali metal hydrogensulphide in the presence of an aqueous pH buffer solution in the pH range between 5 and 8, optionally in the presence of a phase transfer catalyst.

Synthesis and crystal structures of 2,3,12,13-tetraalkoxy-21,23- dithiaporphyrins and 2,3-dialkoxy-21-monothiaporphyrins

The tetraalkoxy and dialkoxy substituted 21,23-dithiaporphyrins and 21-monothiaporphyrins, respectively, having methoxy, butoxy, octyloxy and dodecyloxy substituents at β-thiophene carbons were synthesized and characterized. The X-ray structure was solved for tetrabutoxy substituted 21,23-dithiaporphyrin and it exhibited a more planar structure compared with unsubstituted S2TPP, whereas the dimethoxy substituted 21-monothiaporphyrin showed a saddle shaped structure similar to unsubstituted STPPH. A series of 21,23-dithia and 21-monothiaporphyrins having methoxy, butoxy, octyloxy and dodecyloxy substituents at β-thiophene carbons were synthesized and characterized.

Synthesis of α-fluorinated-α,α-difunctionalized sulfides and sulfones

The highly functionalized organofluorine compounds 3a-c were prepared from the activated dichlorinated sulfides 2a-c by displacement of a chlorine atom using nucleophilic fluorination agents such as dihydrogenfluoride polymer-supported. Fluorination of sulfoxides 5a-c with diethylaminosulfur trifluoride gives monofluoro sulfides 6a-c, subsequently transformed into α-chloro-α-fluoro sulfides 3a-c and sulfones 7a-c.

BIS(BROMOMAGNESIUM) SULFIDE - A REAGENT FOR THE SYNTHESIS OF DIORGANIC SULFIDES

Bis(bromomagnesium) sulfide was obtained by the reaction of ethylmagnesium bromide with hydrogen sulfide. In reaction with electrophilic reagents in THF or diethyl ether it gives good yields of symmetrical sulfides with a high degree of purity.

Esters of Thiodiglycollic and Thiodipropionic Acids and 2,5-Dicarboxy-3,4-dihydroxythiophene as Potential Slow Acting Anticancer Agents

A series of esters of thiodiglycollic and thiodipropionic acids and 2,5-dicarboxy-3,4-dihydroxythiophene have been synthesised with a view to testing their anticancer properties.The esters, as against parent acids are expected to have a prolonged effect.