2935-90-2

Basic information

• Product Name: Methyl 3-mercaptopropionate
• Synonyms: Methyl 3-Mercaptopropion;Methyl 3-Mercaptopropionate 98%;Methyl 3-mercaptopropionate 99.5%;3-Mercaptopropionic Acid Methyl Ester Methyl 3-mercaptopropanoate;METHYL 3-MERCAPTOPROPANOATE;METHYL 3-MERCAPTOPROPIONATE;3-MERCAPTOPROPIONIC ACID METHYL ESTER;3-mercapto-propanoicacimethylester
• CAS NO: 2935-90-2
• Molecular Formula: C₄H₈O₂S
• Molecular Weight: 120.17
• EINECS: 220-914-5
• Product Categories: Self Assembly&Contact Printing;Self-Assembly Materials;Self Assembly&Contact Printing;Self-Assembly Materials;Thiols
• Mol File: 2935-90-2.mol
• Article Data: 26

Chemical Properties

• Melting Point: 38 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 54-55 °C14 mm Hg(lit.)
• Flash Point: 140 °F
• Appearance: Clear colorless/Liquid
• Density: 1.085 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.97mmHg at 25°C
• Refractive Index: n20/D 1.464(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.17±0.25(Predicted)
• Water Solubility: Soluble in water.
• BRN: 1742952
• CAS DataBase Reference: Methyl 3-mercaptopropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-mercaptopropionate(2935-90-2)
• EPA Substance Registry System: Methyl 3-mercaptopropionate(2935-90-2)

Safety Data

• Hazard Codes: T,Xi
• Statements: 22-23-36/37/38
• Safety Statements: 45-37/39-26
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: UA2465980
• F: 13
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 2935-90-2(Hazardous Substances Data)

Usage

Description

Methyl 3-mercaptopropionate is a clear, colorless liquid that is an organic compound with the chemical formula C4H8O2S. It is known for its distinctive sulfur-containing functional group, which gives it unique chemical properties and makes it a versatile building block in various chemical reactions and applications.

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 
• 15441-06-2 dimethyl 3,3'-dithiodipropionate 
• 1384471-98-0 C₈₀H₃₆O₁₀S₅ 

Downstream Products

• 35562-90-4 3-(2-Hydroxy-2-phenyl-ethylsulfanyl)-propionic acid methyl ester 
• 115104-22-8 dimethyl 5-(3-formylphenyl)-4,6-dithianonanedioate 
• 143816-74-4 dimethyl 5-(3-nitrophenyl)-4,6-dithianonanedioate 
• 78614-29-6 C₁₂H₁₅NO₅S₂ 
• 74252-97-4 C₁₀H₁₂⁽²⁾H₂OS 
• 23246-23-3 3-Allylmercapto-propionsaeuremethylester 
• 796739-69-0 3-(4-bromophenylmethylsulfanyl)-propanoic acid methyl ester 
• 889687-05-2 methyl 3-{[7-(4-fluorophenyl)quinolin-3-yl]thio}propanoate 
• 889686-81-1 methyl 3-{[6-(4-fluorophenyl)-2-naphthyl]thio}propanoate 
• 52334-99-3 N-methyl-3-mercaptopropionamide 
• 5331-30-6 methyl 3-((2-hydroxyethyl)thio)propanoate 
• 117842-76-9 methyl 5-(3-(t-butyldimethylsilyloxy)phenyl)-7-oxo-4-thiaoctanoate 
• 1152629-53-2 methyl 3-{[2-(3,4-dichlorophenyl)-2-oxoethyl]sulfanyl}propanoate 
• 1608182-17-7 methyl 3-((2-methyl-3,5-dinitrophenyl)thio)propanoate 

Relevant articles and documents

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.

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.

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.