20883-96-9

Basic information

• Product Name: METHYL 3-(THIEN-2-YL)ACRYLATE
• Synonyms: 3-(2-THIENYL)ACRYLIC ACID METHYL ESTER;3-THIENYLACRYLIC ACID METHYL ESTER;METHYL 3-(2-THIENYL)ACRYLATE;METHYL 3-(THIEN-2-YL)ACRYLATE;Methyl 3-(2-thienyl)acrylate ,97%;2-Thiopheneacrylic Acid Methyl Ester;3-(Thiophene-2-yl)acrylic Acid Methyl Ester;(E)-Methyl 3-(thiophen-2-yl)acrylate
• CAS NO: 20883-96-9
• Molecular Formula: C₈H₈O₂S
• Molecular Weight: 168.21
• Product Categories: Aromatics;Sulfur & Selenium Compounds
• Mol File: 20883-96-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 48-49°C
• Boiling Point: 260.8 °C at 760 mmHg
• Flash Point: 111.5 °C
• Appearance: /
• Density: 1.202 g/cm³
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 3-(THIEN-2-YL)ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-(THIEN-2-YL)ACRYLATE(20883-96-9)
• EPA Substance Registry System: METHYL 3-(THIEN-2-YL)ACRYLATE(20883-96-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-22
• Hazardous Substances Data: 20883-96-9(Hazardous Substances Data)

Usage

Description

METHYL 3-(THIEN-2-YL)ACRYLATE, also known as Methyl 3-[2-Thienyl)propenoate (CAS# 20883-96-9), is a white solid compound that is useful in organic synthesis. It is characterized by its unique chemical structure, which includes a thiophene ring and an acrylic ester group, making it a versatile building block for the creation of various complex organic molecules.

Uses

Used in Organic Synthesis:
METHYL 3-(THIEN-2-YL)ACRYLATE is used as a synthetic building block for the development of complex organic molecules. Its unique chemical structure, which features a thiophene ring and an acrylic ester group, allows it to be employed in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and advanced materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 3-(THIEN-2-YL)ACRYLATE is used as a key intermediate in the synthesis of various therapeutic agents. Its ability to be incorporated into complex molecular structures makes it a valuable component in the development of new drugs with diverse biological activities.
Used in Agrochemical Industry:
METHYL 3-(THIEN-2-YL)ACRYLATE is also utilized in the agrochemical industry for the synthesis of novel compounds with potential applications as pesticides, herbicides, or plant growth regulators. Its unique chemical properties enable the creation of innovative products that can address specific challenges in agriculture.
Used in Advanced Materials:
In the field of advanced materials, METHYL 3-(THIEN-2-YL)ACRYLATE is used as a component in the development of new materials with specialized properties. These materials can be applied in various industries, such as electronics, energy, and environmental protection, where they can contribute to the development of more efficient and sustainable technologies.

InChI:InChI=1/C8H8O2S/c1-10-8(9)5-4-7-3-2-6-11-7/h2-6H,1H3/b5-4+

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 96-32-2 bromoacetic acid methyl ester 
• 3140-93-0 2,3-dibromothiophen 
• 292638-85-8 acrylic acid methyl ester 
• 1003-09-4 2-bromothiophene 
• 128822-61-7 Potassium; (E)-2-oxo-4-thiophen-2-yl-but-3-enoate 
• 74-88-4 methyl iodide 
• 3437-95-4 2-Iodothiophene 

Downstream Products

• 879687-99-7 [1-benzyl-4-(4-bromo-thiophen-2-yl)-pyrrolidin-3-yl]-methanol 

Relevant articles and documents

Synthesis of functionalized benzothiophenes by twofold Heck and subsequent 6π-electrocyclization reactions of 2,3-dibromothiophene

The Heck reaction of 2,3-dibromothiophene afforded 2,3-di(alkenyl)thiophenes which were transformed into benzothiophenes by domino ′6π-electrocyclization/dehydrogenation′ reactions.

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

Organoselenium-palladium(ii) complex immobilized on functionalized magnetic nanoparticles as a promising retrievable nanocatalyst for the "phosphine-free" Heck-Mizoroki coupling reaction

In the present study, for the first time, an air- and moisture-stable organoselenium-palladium complex immobilized on silica-coated magnetic nanoparticles was designed, synthesized and applied as a practical and retrievable catalyst in organic synthesis. The chemical nature and structure of this novel catalytic system were characterized using various techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray powder diffraction (XRD), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), transmission electron microscopy (TEM), field emission scanning electron microscopy (FE-SEM), energy dispersive X-ray (EDX) spectroscopy and vibrating sample magnetometry (VSM). Subsequently, the catalytic performance of the synthesized nanocatalyst was investigated in the Heck-Mizoroki cross-coupling reaction and excellent results are obtained. The low catalyst loading, wide substrate scope, high yield, short reaction time, simple separation from the reaction mixture and importantly, the longevity of the nanocatalyst for at least five successive recycles without significant degradation in its activity are the main merits of this protocol. Above all, this work opens up attractive and interesting routes for the use of organoselenium compounds as efficient ligands for the synthesis of heterogeneous catalysts.