132079-98-2

Usage

Functional Groups

Ester, Cycloalkane, Alkene

Structure

A five-membered cycloalkane ring with a carboxylic acid group attached to carbon 1, an ethyl group attached to carbon 2, and a methyl ester group attached to the carboxylic acid.

Appearance

Colorless to pale yellow liquid

Solubility

Soluble in organic solvents such as ethanol, acetone, and dichloromethane

Boiling Point

Approximately 220°C

Melting Point

Not applicable, as it is a liquid at room temperature

Density

Approximately 1.02 g/cm3

Reactivity

Can undergo various chemical transformations, such as esterification, hydrolysis, and addition reactions

Applications

Used in organic synthesis and chemical reactions, particularly in the production of pharmaceuticals, agrochemicals, and specialty chemicals

Safety Precautions

Handle with care and follow proper safety procedures due to potential hazards, such as skin and eye irritation, and possible respiratory issues upon inhalation

Storage

Store in a cool, dry, and well-ventilated area, away from heat and open flames

Stability

Stable under normal conditions, but can decompose upon exposure to heat, light, or strong oxidizing agents

Synonyms

2-Cyclopentene-1-carboxylic acid, 2-ethenyl-, methyl ester; Methyl 2-ethenyl-2-cyclopentene-1-carboxylate

Upstream product

• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 159326-15-5 1-bromo-2-vinyl cyclopent-1-ene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 132079-95-9 Methyl 2-<(Methanesulfonyl)oxy>cyclopentenecarboxylate 

Downstream Products

• 622407-30-1 [2-(hydroxy-phenyl-methyl)-phenyl]-(2-vinyl-cyclopent-1-enyl)-methanone 

Relevant academic research and scientific papers

Synthesis of Furanophane Derivatives through [8+2]-Cycloaddition of Dienylisobenzofurans and Alkynes

The coupling of various dienylisobenzofurans with dimethyl acetylenedicarboxylate (DMAD) has been examined. In most cases, this reaction proceeds via [8+2]-cycloaddition to afford furan-bridged decatetraene ring systems. The major competing reaction pathw

Decarboxylative and dehydrative coupling of dienoic acids and pentadienyl alcohols to form 1,3,6,8-tetraenes

Dienoic acids and pentadienyl alcohols are coupled in a decarboxylative and dehydrative manner at ambient temperature using Pd(0) catalysis to generate 1,3,6,8-tetraenes. Contrary to related decarboxylative coupling reactions, an anion-stabilizing group i

Mechanistic twist of the [8+2] cycloadditions of dienylisobenzofurans and dimethyl acetylenedicarboxylate: Stepwise [8+2] versus [4+2]/[1,5]-vinyl shift mechanisms revealed through a theoretical and experimental study

Recently, it was reported that both dienylfurans and dienylisobenzofurans could react with dimethyl acetylenedicarboxylate (DMAD) to give [8+2] cycloadducts. Understanding these [8+2] reactions will aid the design of additional [8+2] reactions, which have

Palladium-Catalyzed Cross-Coupling of β-(Methanesulfonyl)oxy Enones with Organostannanes

β-(Methanesulfonyl)oxy enones, derived from 1,3-diones, cross-couple with vinylstannanes in 50-80percent yields when a substoichiometric amount of Pd(PPh3)4 and stoichiometric lithium bromide are used.Phenyltributylstannane affords low yields of cross-coupled product.Tetrabutyltin, tributyltin hydride, and ethynyltributyltin do not couple under the reaction conditions.The reaction is proposed to involve in situ formation of the β-bromo enone, oxidative addition to the Pd(0) catalyst, transmetalation, and reductive elimination to afford cross-coupled products.The analogous enol phosphates undergo coupling in low yields, the major product resulting from regeneration of the 1,3-dione.