2935-90-2

Usage

Uses

Used in Organic Synthesis:
Methyl 3-mercaptopropionate is used as a key intermediate in the synthesis of thioisoindolinones, which are valuable compounds with potential applications in pharmaceuticals, agrochemicals, and materials science.
Used in Click Chemistry:
Methyl 3-mercaptopropionate serves as a click chemistry reagent, specifically in the thiol-ene click modification of oxazolines. This reaction is useful for the rapid and efficient formation of new chemical bonds, with potential applications in the development of self-assembled monolayers (SAMs) and other surface coatings.
Used in Analytical Chemistry:
Methyl 3-mercaptopropionate is utilized in the colorimetric detection of mercury(II) ions in high-salinity solutions, employing gold nanoparticles as a sensing platform. This application highlights its potential use in environmental monitoring and the detection of heavy metal contaminants.
Used in Dental Restorative Materials:
Methyl 3-mercaptopropionate is also involved in the progress of dental restorative materials, where it may contribute to the development of novel dental composites and adhesives with improved properties, such as enhanced bonding strength and durability.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C4H8O2S/c1-6-4(5)2-3-7/h7H,2-3H2,1H3

Upstream product

• 107-96-0 3-mercaptopropionic acid 
• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 4094-46-6 3-Phenyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin 
• 609-19-8 3,4,5-trichlorophenol 
• 138682-14-1 2-(2-Methoxycarbonyl-ethylsulfanyl)-piperidine-1-carboxylic acid methyl ester 
• 122801-32-5 C₁₉H₂₀NO₅S^(1-) 
• 4137-02-4 3-(4-Bromphenyl)-4-oxo-2-thioxo-tetrahydro-1,3-thiazin 
• 39680-72-3 3-(4-ethoxy-phenyl)-2-thioxo-[1,3]thiazinan-4-one 
• 2230-98-0 2-thioxo-3-p-tolyl-[1,3]thiazinan-4-one 
• 7218-04-4 N-Acetylcysteine 
• 166667-92-1 methyl 3-S-nitrosomercaptopropionate 
• 6291-62-9 methyl β-(acetylthio)propionate 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 66319-14-0 (2-methoxycarbonyl-ethylsulfanyl)-phenyl-acetic acid methyl ester 
• 35562-90-4 3-(2-Hydroxy-2-phenyl-ethylsulfanyl)-propionic acid methyl ester 
• 4265-57-0 4,6-dithia-nonanedioic acid 
• 63860-18-4 Methyl-3-mercaptopropionatmandelat 
• 59176-89-5 C₁₁H₁₂ClNO₂SSe 
• 38648-80-5 2-{[1-(2-Methoxycarbonyl-ethylsulfanyl)-1-phenyl-meth-(E)-ylidene]-amino}-3-methyl-but-2-enoic acid methyl ester 
• 763-35-9 β-mercaptopropionamide 
• 6291-62-9 methyl β-(acetylthio)propionate 
• 41108-61-6 cis-3-(2'-Carbomethoxyethylthio)acrylsaeure 
• 111042-81-0 2-(2-Carbomethoxyethylthio)-3-cyanopyridine 
• 90-52-8 6-methoxyquinolin-8-amine 
• 81852-49-5 6-methoxy-8-methoxycarbonylethylthio-7-quinolylamine 
• 115104-22-8 dimethyl 5-(3-formylphenyl)-4,6-dithianonanedioate 
• 84851-59-2 methyl 3-<(1-phenylpentyl)thio>propionate 

Relevant academic research and scientific papers

Additive-Free Green Light-Induced Ligation Using BODIPY Triggers

Photochemical ligation is important in biomaterials engineering for spatiotemporal control of biochemical processes. Such reactions however generally require activation by high energy UV or short wavelength blue light, which can limit their use as a consequence of the potential of these high energy light sources to damage living cells. Herein, we present an additive-free, biocompatible, chemical ligation triggered by mild visible light. BODIPY dyes with a pendant thioether attached at the meso-position undergo photolysis of the [C?S] bond under green light (λ=530 nm) excitation, producing an ion pair intermediate that can react specifically with a propiolate group. The utility of this photochemical ligation in materials science is demonstrated by the fabrication of hydrogels with specific architectures, photo-immobilization of biomacromolecules, and live cell encapsulation within a hydrogel scaffold.

Secondary Deuterium Isotope Effects on Formyl Transfer Reactions between Sulfur and Oxygen Nucleophiles

Secondary deuterium isotope effects have been measured for formyl and deuterioformyl transfer between oxygen and sulfur nucleophiles at 25 deg C in aqueous solution.Most data were obtained on p-nitrophenyl formate and deuterioformate, and on p-nitrothiophenyl formate and deuterioformate.The nucleophiles that were used are a series of aromatic and aliphatic thiol anions and oxy anions having a broad range of pKa values.The value of kD/kH is larger for oxy anion attack (ca. 1.22) on esters than for thiol anion attack (ca. 1.00).The effects on kD/kH of changing from an aryl to an alkyl anion nucleophile are discussed.No measurable effect on kD/kH is observed with changing nucleophile basicity, suggesting little "Hammond postulate" type of change in transition-state structure.This lack of change is found even in regions were βnuc varies substantially for oxy anions.Data are presented which suggest that the use of absolute values of kD/kH for determining transition-state bond orders can give values much different than other indexes of transition-state structure.The possibility that changes in frequencies other than C-H stretching and bending modes may result in a variation in kD/kH is considered.

Thiol–Anhydride Dynamic Reversible Networks

The reaction of thiols and anhydrides to form ring opened thioester/acids is shown to be highly reversible and it is accordingly employed in the fabrication of covalent adaptable networks (CANs) that possess tunable dynamic covalent chemistry. Maleic, succinic, and phthalic anhydride derivatives were used as bifunctional reactants in systems with varied stoichiometries, catalyst, and loadings. Dynamic characteristics such as temperature-dependent stress relaxation, direct reprocessing and recycling abilities of a range of thiol–anhydride elastomers, glasses, composites and photopolymers are discussed. Depending on the catalyst strength, 100 % of externally imposed stresses were relaxed in the order of minutes to 2 hours at mild temperatures (80–120 °C). Pristine properties of the original materials were recovered following up to five cycles of a hot-press reprocessing technique (1 h/100 °C).

Method for preparing methyl 3-mercaptopropionate by utilizing reactive distillation technology

The invention relates to the technical field of organic synthesis, in particular to a method for preparing methyl 3-mercaptopropionate by utilizing a reactive distillation technology. The method comprises the following steps: mixing reactants 3-thiohydracrylic acid and methanol, and pre-reacting through a fixed bed reactor filled with a catalyst to obtain a methyl 3-thiohydracrylate crude product; feeding the crude product to the middle of a reactive distillation tower through a feeding pump to be input, feeding fresh methanol and a water-carrying agent from the lower part of the reactive distillation tower, wherein the lower part of the reactive distillation tower is filled with a catalyst; and carrying out a reaction on the unreacted 3-mercaptopropionic acid in the crude product and methanol continue in a catalyst bed layer of the reactive distillation tower; after the reaction is finished, withdrawing excessive methanol, the water-carrying agent and water from the upper part of the reactive distillation tower, and withdrawing the product methyl 3-mercaptopropionate from the bottom of the tower. By means of the reaction rectification technology, methyl 3-mercaptopropionate and water are separated from a reaction system in time, the reaction time is shortened, the reaction efficiency is improved, and the effect is obvious.

Method and device for continuously producing thiopropionate series compounds through pipeline type

The invention discloses a method and a device for continuously producing thiopropionate series compounds through pipeline type, and can simultaneously or separately prepare thiodipropionate compounds. Dithionate type compounds and mercapto ester compounds. The method is simple to operate, low in cost and high in yield, and is suitable for industrial production.

A method for preparing thiol compounds

The invention provides a preparation method of a thiol compound. According to the preparation method, gas-liquid reaction is carried out on sulfuretted hydrogen and an organic compound containing carbon-carbon double bonds in a solid base catalyst and a reaction solvent through Michael addition under the conditions that the temperature is 20-80 DEG C and the pressure is 0.10-0.12MPa, so as to prepare the thiol compound. The preparation method is mild in reaction condition; the adopted solid base catalyst is strong in alkalinity; the alkaline catalysis position has relatively strong steric hindrance, and the applicability is wide; the solid base catalyst is easy to filter and recover, and can be repeatedly used after being activated; the reaction conversion rate and the selectivity are high; the side reaction is reduced; and the atomic economic utilization rate of the reaction is high.

METHOD OF PREPARING METHYL 3-MERCAPTOPROPIONATE AND DIMETHYL 3,3’-THIOPROPIONATE

The present invention relates to a manufacturing method of methyl 3-mercaptopropionate comprises a step of reacting hydrogen sulfide with a mixture containing an organic solvent and methyl acrylate, in the presence of a catalyst containing a quaternary ammonium salt compound, wherein the organic solvent has heat of dissolution below 9.2 kcal/mol (room temperature, 1 atm) with respect to the methyl acrylate. In addition, the present invention relates to a manufacturing method of dimethyl 3,3andprime;-thiopropionate comprises a step of reacting methyl 3-mercaptopropionate with a mixture containing an organic solvent and methyl acrylate, in the presence of a catalyst containing a quaternary ammonium salt compound, wherein the organic solvent has heat of dissolution below 9.2 kcal/mol (room temperature, 1 atm) with respect to the methyl acrylate.COPYRIGHT KIPO 2016

Unusual multistep reaction of C70Cl10 with thiols producing C70[SR]5H

We report a reaction of the chlorofullerene C70Cl10 with thiols producing C70[SR]5H with all organic addends attached around one central pentagon at the pole of the C70 cage. This reaction was shown to proceed via a complicated radical pathway, presumably involving addition, substitution, rearrangement, and/or elimination steps. The obtained C70[SR]5H products were shown to be very unstable and undergo quantitative decomposition to pristine C70, RSSR, and RSH at elevated temperatures (e.g., 50 °C). Quantum chemical calculations and NMR spectroscopy data showed that cleavage of organic addends from the fullerene cage could be induced by solvation effects in solution.

PREPARATION OF 3-MERCAPTOPROPIONATES

Disclosed is a process for preparing 3-mercapto propionates, comprising adding Na2SO3 during a reaction of H2S with S2R2, wherein R= -CH2CH2COOR1, R1 is C1-8 alkyl, aryl C1-8 alkyl or C3-8 cycloalkyl. The process has some advantages such as relatively high yield of the target product, high recovery of materials, reducing the danger of reaction procedures and the like.

SEMICONDUCTING THIN [60]FULLERENE FILMS AND THEIR USE

?The present invention relates to the use of soluble pentakis(alkylthio)derivatives of [60] fullerene as precursors for semiconducting thin [60] fullerene films by thermal decomposition and organic electronic devices using these films.