79-42-5 Usage
Description
2-Mercaptopropionic acid is an oily liquid with an unpleasant odor, characterized by its clear colorless to slightly yellow appearance. It has a melting point of 10°C and boiling points ranging from 95 to 100°C depending on the isomer. The density and refractive index are 1.193 and 1.4823, respectively. It is soluble in water, ethanol, and ether, and exhibits a roasted, meaty odor. It is toxic by ingestion and skin absorption.
Uses
Used in Organic Synthesis:
2-Mercaptopropionic acid is used as an important raw material for organic synthesis, particularly for the preparation of herbicides, plasticized heat stabilizers, and antioxidants, as well as the deployment of daily spices.
Used in Depilatory and Hair-waving Preparations:
In the cosmetics industry, 2-Mercaptopropionic acid is used as a depilatory agent and in hair-waving preparations due to its ability to break disulfide bonds in proteins.
Used in Pharmaceutical Industry:
2-Mercaptopropionic acid serves as a building block in the synthesis of various pharmaceutical compounds, such as Thiolactomycin via oxathiolanone intermediate, 4-Thiazolidinones by reacting various Schiff bases with thioglycolic acid, and 1,4-Naphthoquinone derivatives containing sulfur atoms for antibacterial and antiviral activity studies.
Used in Environmental Applications:
2-Mercaptopropionic acid can be used as a bidental chelating agent for the surface modification of titanium dioxide (TiO2) nanoparticles, which aids in the removal of cadmium from waste water.
Taste Characteristics:
At a concentration of 15 ppm, 2-Mercaptopropionic acid exhibits taste characteristics described as meaty, sulfury, brothy, and brown.
Preparation
It is prepared from the electrolysis of the corresponding sulfide S (SCHMeCO2H) Alternatively, it can be prepared from the reaction between pyruvate and hydrogen sulfide. Hydrogen sulfide is added to 50% pyruvic acid to make it saturated at 60-70 DEG C; add hydrochloric acid to until turbidity is formed; dilute sulfuric acid is added to make it weakly acidic, and 2.5% sodium amalgam is added to the precipitated compound for reduction. Cool it till hydrogen sulfide is completed released. Then add ether the acidic medium, extract the lactic acid, remove the ether by distillation, here thiolactic acid is finally obtained.
Preparation
By electrolysis of the corresponding sulfide, S(SCHMeCO2H)2.
Content Assay
Accurately weigh 1 g of sample, transfer it into a 250ml Erlenmeyer flask filled with 75 ml of water; add phenolphthalein indicator (TS-167); use 0.5mol / L NaOH solution for titration. Each ml of 0.5mol / L NaOH solution is equivalent to 53.08 mg of 2-mercaptopropionic acid.
Storage and transportation
Store in a cool and ventilated place, the container should be sealed to prevent damp, heat, handling gently, can’t be inverted, and be careful not to damage the packaging.
Air & Water Reactions
Soluble in water and denser than water.
Reactivity Profile
2-Mercaptopropionic acid is an organosulfide/organic acid. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in 2-Mercaptopropionic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Health Hazard
TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Safety Profile
Poison by ingestion.
Moderately toxic by inhalation. When
heated to decomposition it emits toxic
fumes of SOx. See also SULFIDES and
MERCAPTANS.
Check Digit Verification of cas no
The CAS Registry Mumber 79-42-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 9 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 79-42:
(4*7)+(3*9)+(2*4)+(1*2)=65
65 % 10 = 5
So 79-42-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H6O2S/c1-2(6)3(4)5/h2,6H,1H3,(H,4,5)/p-1/t2-/m1/s1
79-42-5Relevant articles and documents
Preparation methods of tiopronin and zinc complex of tiopronin
-
Paragraph 0032; 0033; 0034; 0035, (2017/02/24)
The invention discloses preparation methods of tiopronin and zinc complex of tiopronin and belongs to the technical field of a medicine compound for relieving acute/chronic liver diseases. The technical scheme is characterized in that the formula is shown in the specification. The operation is simple, the cost of raw materials is low, the repeatability of experimental results of a process route is higher, and the production cost can be remarkably reduced.
Interactions between Penicillin-Binding Proteins (PBPs) and Two Novel Classes of PBP Inhibitors, Arylalkylidene Rhodanines and Arylalkylidene Iminothiazolidin-4-ones
Zervosen, Astrid,Lu, Wei-Ping,Chen, Zhouliang,White, Ronald E.,Demuth Jr., Thomas P.,Frere, Jean-Marie
, p. 961 - 969 (2007/10/03)
Several non-β-lactam compounds were active against various gram-positive and gram-negative bacterial strains. The MICs of arylalkylidene rhodanines and arylalkylidene iminothiazolidin-4-ones were lower than those of ampicillin and cefotaxime for methicillin-resistant Staphylococcus aureus MI339 and vancomycin-resistant Enterococcus faecium EF12. Several compounds were found to inhibit the cell wall synthesis of S. aureus and the last two steps of peptidoglycan biosynthesis catalyzed by ether-treated cells of Escherichia coli or cell wall membrane preparations of Bacillus megaterium. The effects of the arylalkylidene rhodanines and arylalkylidene iminothiazolidin-4-one derivatives on E. coli PBP 3 and PBP 5, Streptococcus pneumoniae PBP 2xS (PBP 2x from a penicillin-sensitive strain) and PBP 2xR (PBP 2x from a penicillin-resistant strain), low-affinity PBP 2a of S. aureus, and the Actinomadura sp. strain R39 and Streptomyces sp. strain R61 DD-peptidases were studied. Some of the compounds exhibited inhibitory activities in the 10 to 100 μM concentration range. The inhibition of PBP 2xS by several of them appeared to be noncompetitive. The dissociation constant for the best inhibitor (Ki = 10 μM) was not influenced by the presence of the substrate.
S-4-Methoxytrityl mercapto acids: Synthesis and application
Mourtas, Spyros,Gatos, Dimitrios,Kalaitzi, Vagiani,Katakalou, Christina,Barlos, Kleomenis
, p. 6965 - 6967 (2007/10/03)
4-Methoxytrityl (Mmt)-mercapto acids were obtained either by the reaction of mercapto acids with Mmt-chloride or by the reaction of halo acids with Mmt-thiol. The derivatives obtained were used in the solid-phase synthesis of small libraries of mercaptoacylamino acids and mercaptoacyl peptides. The removal of the Mmt-group was performed by treatment with trifluoroacetic acid (TFA) in dichloromethane (DCM) using triethylsilane (TES) as scavenger.