6291-88-9

Basic information

• Product Name: 3,3'-sulphonyldipropionic acid
• Synonyms: 3,3'-sulphonyldipropionic acid;3,3'-Sulfonylbis(propanoic acid);3,3'-Sulfonyldipropionic acid;3-(2-Carboxy-ethanesulfonyl)-propionic acid
• CAS NO: 6291-88-9
• Molecular Formula: C₆H₁₀O₆S
• Molecular Weight: 210.205
• EINECS: 228-546-7
• Mol File: 6291-88-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3'-sulphonyldipropionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-sulphonyldipropionic acid(6291-88-9)
• EPA Substance Registry System: 3,3'-sulphonyldipropionic acid(6291-88-9)

Safety Data

• Hazardous Substances Data: 6291-88-9(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
3,3'-sulphonyldipropionic acid is utilized as a monomer in the production of polymers, specifically polyesters and polyamides. Its unique properties contribute to the development of polymers with specific characteristics for various applications.
Used in Pharmaceutical Synthesis:
As a chemical intermediate, 3,3'-sulphonyldipropionic acid plays a crucial role in the synthesis of pharmaceuticals. Its chemical structure allows for the creation of a range of medicinal compounds, enhancing the development of new drugs.
Used in Agrochemical Production:
3,3'-sulphonyldipropionic acid is also employed as an intermediate in the synthesis of agrochemicals, contributing to the development of products that support agricultural practices and crop protection.
Used in Detergent and Surfactant Manufacturing:
Leveraging its surfactant properties, 3,3'-sulphonyldipropionic acid serves as a raw material in the production of detergents and surfactants. Its inclusion improves the effectiveness of these cleaning agents.
Used in Specialty Chemicals Synthesis:
3,3'-sulphonyldipropionic acid is used as an intermediate in the synthesis of other specialty chemicals, broadening its applications across various industries.
Used in Material Development:
3,3'-sulphonyldipropionic acid has potential applications in the development of new materials, such as ion-exchange resins and functional materials for diverse industrial purposes, showcasing its versatility in material science.

Upstream product

• 111-17-1 4-thiaheptane-1,7-dioic acid 
• 57-57-8 β-Propiolactone 
• 3234-31-9 4,4-dioxo-4λ⁶-thia-heptanedinitrile 
• 3680-08-8 3,3'-sulfinyldipropionic acid 
• 7726-95-6 bromine 
• 7647-01-0 hydrogenchloride 
• 149-44-0 rongalite 
• 79-10-7 acrylic acid 

Downstream Products

• 5450-67-9 Bis-(2-methoxycarbonyl-ethyl)-sulfon 
• 7355-12-6 4,4-dioxo-4λ⁶-thia-heptanedioic acid diethyl ester 
• 52329-65-4 disodium 3-sulfinopropanoate 

Relevant articles and documents

Influence of sulfur groups on carboxylic acid strengths

The relative acid strength for a series of monocarboxylic acids of the general formula R–X–(CH2)n–COOH and related dicarboxylic acids of the general formula HOOC–(CH2)n–X–(CH2)n–COOH, where R = Ph or Me, X = CH2, –S– –SO– or –SO2–; and n = 1 or 2 as appropriate; have been studied as a function of X. It is found that sulfur containing acids have lower pKa values than the corresponding carbon analogues, that the pKa is highest for the thioacids and lowest for the sulfonyl acids, that the pKas increase as n increases, and that for the dicarboxylic acid systems only the thio members show a significant reduction in pKa (2) – pKa (1) differences upon changing n from 1 to 2.

The cysteine dioxygenase homologue from Pseudomonas aeruginosa is a 3-mercaptopropionate dioxygenase

Thiol dioxygenation is the initial oxidation step that commits a thiol to important catabolic or biosynthetic pathways. The reaction is catalyzed by a family of specific non-heme mononuclear iron proteins each of which is reported to react efficiently with only one substrate. This family of enzymes includes cysteine dioxygenase, cysteamine dioxygenase, mercaptosuccinate dioxygenase, and 3-mercaptopropionate dioxygenase. Using sequence alignment to infer cysteine dioxygenase activity, a cysteine dioxygenase homologue from Pseudomonas aeruginosa (p3MDO) has been identified. Mass spectrometry of P. aeruginosa under standard growth conditions showed that p3MDO is expressed in low levels, suggesting that this metabolic pathway is available to the organism. Purified recombinant p3MDO is able to oxidize both cysteine and 3-mercaptopropionic acid in vitro, with a marked preference for 3-mercaptopropionic acid. We therefore describe this enzyme as a 3-mercaptopropionate dioxygenase. M?ssbauer spectroscopy suggests that substrate binding to the ferrous iron isthrough the thiol but indicates that each substrate could adopt different coordination geometries. Crystallographic comparison with mammalian cysteine dioxygenase shows that the overall active site geometry is conserved but suggests that the different substrate specificity can be related to replacement of an arginine by a glutamine in the active site.

Selective synthesis of sulfoxides and sulfones from sulfides using silica bromide as the heterogeneous promoter and hydrogen peroxide as the terminal oxidant

Silica bromide as a heterogeneous promoter and reagent is prepared from the reaction of silica gel with PBr3as a non-hydroscopic, filterable, cheap, and stable yellowish powder that can be stored for months. The results show that silica bromide is a suitable and efficient promoter for the chemoselective oxidation of sulfides to the corresponding sulfoxides or sulfones in the presence of 30% H2O2in acetonitrile. The excellent yields, heterogeneous conditions, simplicity, compatibility with a variety of functionalities, and ease of isolation of the products make our procedure a practical alternative.

COMPOUNDS AND THEIR METHODS OF USE

Compounds and compositions comprising compounds that inhibit glutaminase are described herein. Also described herein are methods of using the compounds that inhibit glutaminase in the treatment of cancer.

Cathodic oxidation of sulfoxides to sulfones using a tungstate/pertungstate redox mediator

A new cathodic oxidation system for the oxidation of sulfoxides was developed. The system involves the cathodic reduction of dioxygen to hydrogen peroxide which oxidizes tungstate to pertungstate in the solution, and sulfoxides arc oxidized to the corresponding sulfones with the resulting tungstate/ pertungstate redox mediator in high cfficncy and selectivity.