45657-86-1

Usage

Structure

A five-membered carbon ring with two double bonds (2,4-position), a carboxyl group (-COOH) at the 1-position, and a methyl ester group (-OCH3) attached to the carboxyl group.

Appearance

Colorless liquid

Odor

Fruity

Uses

Chemical intermediate in the production of pharmaceuticals, fragrances, and other organic compounds; solvent; synthesis of other chemical compounds.

Health hazards

Potential health hazards; should be handled with caution in controlled environments.

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 79-22-1 methyl chloroformate 
• 67-56-1 methanol 
• 124-38-9 carbon dioxide 
• 2171-74-6 1,3-benzodioxol-2-one 

Relevant academic research and scientific papers

[(η-C5H4R)Fe(CO)3]+, R = (CH2)nCO2Me (n = 0-2), and CO 2CH2CH2OH: A new group of CO-releasing molecules

A new group of CO-releasing molecules, CO-RMs, based on cyclopentadienyl iron carbonyls have been identified. X-Ray structures have been determined for [(η-C5H4CO2Me)Fe(CO)2X], X = Cl, Br, I, NO3, CO2Me, [(η-C5H 4CO2Me)Fe(CO)2]2, [(η-C 5H4CO2CH2CH2OH)Fe(CO) 2]2 and [(η-C5H4CO 2Me)Fe(CO)3][FeCl4]. Half-lives for CO release, 1H, 13C, and 17OC NMR and IR spectra have been determined along with some biological data for these compounds, [(η-C 5H4CO2CH2CH2OH)Fe(CO) 3]+ and [{η-C5H4(CH 2)nCO2Me}Fe(CO)3]+, n = 1, 2. More specifically, cytotoxicity assays and inhibition of nitrite formation in stimulated RAW264.7 macrophages are reported for most of the compounds analyzed. [(η-C5H5)Fe(CO)2X], X = Cl, Br, I, were also examined for comparison. Correlations between the half-lives for CO release and spectroscopic parameters are found within each group of compounds, but not between the groups. The Royal Society of Chemistry.

Mass Spectra and Pyrolyses of Some Vinylene Carbonates

The mass spectra of a series of 1,3-dioxol-2-ones were examined for evidence of oxirenes in the fragmentation process.The M-cation radical-CO2 (oxirene or isomers) fragment was observed in six of eight samples.Four major pathways explain the mass spectra: M-cation radical-CO2-CO, M-cation radical-C2O3, M-cation radical-C2O2R and M-cation radical-CO-CO2.Metastable peaks support this.Similar pathways on pyrolysis were sought and observed.At 800 deg C and pressure of 1.5-4 mm, 1,3-dioxol-2-ones 1-3 and 5-7 were pyrolyzed in a stream of helium.The major products were, respectively, ketene (R1=R2=H), propene (R1=R2=CH3), fluorene (R1=R2=C6H5), ethene (R1=H, R2=CH3), stilbene (R1=H, R2=C6H5), and styrene (R1=CH3, R2=C6H5).Apparently the 1,3-dioxol-2-ones lose CO2 and CO successively to produce a carbene which either rearranges or dimerizes.

Synthesis of some 1,2-Dihalogenonorbornanes

The synthesis of 1,2exo-dibromo-norbornane as well as the preparation of the configurational isomers of 2-bromo-1-iodo- and 2-chloro-1-iodo-norbornane are described.