81124-45-0

Basic information

• Product Name: (E)-Methyl 3-(pyridin-2-yl)acrylate
• Synonyms: (E)-Methyl 3-(pyridin-2-yl)acrylate
• CAS NO: 81124-45-0
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17326
• EINECS: -0
• Mol File: 81124-45-0.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-Methyl 3-(pyridin-2-yl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-Methyl 3-(pyridin-2-yl)acrylate(81124-45-0)
• EPA Substance Registry System: (E)-Methyl 3-(pyridin-2-yl)acrylate(81124-45-0)

Safety Data

• Hazardous Substances Data: 81124-45-0(Hazardous Substances Data)

Usage

Description

(E)-Methyl 3-(pyridin-2-yl)acrylate, with the molecular formula C9H9NO2, is a chemical compound derived from the ester form of acrylic acid. It is a colorless to pale yellow liquid with a fruity odor and is soluble in organic solvents like ethanol and acetone. This versatile compound is commonly used as a building block or intermediate in the synthesis of pharmaceuticals and agrochemicals. However, it is also known to be a potential sensitizer and irritant to the skin, eyes, and respiratory tract, necessitating proper handling and protective measures in laboratory or industrial settings.

Uses

Used in Pharmaceutical Industry:
(E)-Methyl 3-(pyridin-2-yl)acrylate is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable intermediate in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, (E)-Methyl 3-(pyridin-2-yl)acrylate is utilized as an intermediate in the production of various agrochemicals, such as pesticides and herbicides. Its chemical properties allow for the creation of effective compounds that can protect crops and enhance agricultural productivity.
Used in Chemical Research:
(E)-Methyl 3-(pyridin-2-yl)acrylate is also used in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic routes. Its reactivity and structural features make it an interesting subject for scientific investigation and the development of novel chemical methodologies.

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 6832-16-2 methyl diazoacetate 
• 67-56-1 methanol 
• 54495-51-1 (E)-3-(2-pyridyl)acrylic acid 
• 109-04-6 2-bromo-pyridine 
• 292638-85-8 acrylic acid methyl ester 
• 5927-18-4 trimethyl phosphonoacetate 
• 16695-14-0 Malonic acid monomethyl ester 
• 79-20-9 acetic acid methyl ester 
• 38010-70-7 (R,E)-N-(1-phenylethyl)-1-(pyridin-2-yl)methanimine 
• 2916-76-9 methyl (trimethylsilyl)acetate 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 96-32-2 bromoacetic acid methyl ester 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 

Downstream Products

• 1224606-00-1 methyl (S)-2-(diphenylarsanyl)-3-(pyridin-2-yl)propanoate 
• 28819-26-3 methyl 3-(pyridin-2-yl)propanoate 
• 119522-93-9 3-Hydroxy-5-(2-pyridyl)isoxazole 

Relevant articles and documents

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).

Radical Chain Reduction via Carbon Dioxide Radical Anion (CO2?-)

We developed an effective method for reductive radical formation that utilizes the radical anion of carbon dioxide (CO2?-) as a powerful single electron reductant. Through a polarity matched hydrogen atom transfer (HAT) between an electrophilic radical and a formate salt, CO2?- formation occurs as a key element in a new radical chain reaction. Here, radical chain initiation can be performed through photochemical or thermal means, and we illustrate the ability of this approach to accomplish reductive activation of a range of substrate classes. Specifically, we employed this strategy in the intermolecular hydroarylation of unactivated alkenes with (hetero)aryl chlorides/bromides, radical deamination of arylammonium salts, aliphatic ketyl radical formation, and sulfonamide cleavage. We show that the reactivity of CO2?- with electron-poor olefins results in either single electron reduction or alkene hydrocarboxylation, where substrate reduction potentials can be utilized to predict reaction outcome.

(E)-3-heteroaromatic propyl-2-enoic acid derivative as well as preparation and application thereof

The invention relates to a (E)-3-heteroaromatic propyl-2-enoic acid derivative, and also relates to a preparation method and pharmaceutical application thereof. The compound is a novel Nrf2 activatorand has the effects of resisting oxidative stress, resisting neuritis and enhancing mitochondrial functions and biogenesis by effectively activating an Nrf2 signal path, so that nerve cells are protected, and the compound can be used for treating neurodegenerative diseases and cerebral apoplexy. In addition, the novel Nrf2 activator can also be used to treat autoimmune diseases, diabetes and nephropathy, and other chronic diseases.