Regarding the specific reaction between cyclopentadiene and maleic anhydride, the endo isomer, the kinetic product, was formed because the experiment was directed under mild conditions. Interesting products of the Diels-Alder reaction are cyclic compounds with chlorine-containing substituents that act as powerful insecticides.
The 1H NMR spectrum of the product revealed a peak in the alkene range at 6. Impurities of ethyl acetate appeared at The 1H NMR spectum exhibited a doublet of doublets at 3. In order to distinguish between the two possible isomers, properties such as melting point and spectroscopy data were analyzed.
Because of the negative affect on the environment, certain pesticides have remained unused and alternative methods involving the elimination of pests have been investigated.
A peak at cm-1 accounted for the carbonyl functional group, while a peak at cm-1 accounted for the alkene bond.
Results and Discussion When combining the reagents, a cloudy mixture was produced and problems arose in the attempt to completely dissolve the mixture.
In a 25 mL Erlenmeyer flask, maleic anhydride 1. After heating for about 10 minutes and magnetically stirring, tiny solids still remained. In addition, this reaction synthesizes compounds that are otherwise difficult to obtain, such as bridged bicyclic compounds.
Finally, cyclopentadiene 1 mL, The distinction of the presence of the endo isomer was proven by analyzing physical properties of both possible isomers. Reaction Mechanism The scheme below depicts the concerted mechanism of the Diels-Alder reaction of cyclopentadiene and maleic anhydride to form cis-Norbornene-5,6-endo-dicarboxylic anhydride.
Stereochemistry represents a major component of the Diels-Alder reaction. A peak at cm-1 represented the carbon-oxygen functional group. Impurities that appeared included ethyl acetate at 4. Finally, peaks at The Diels-Alder reaction is categorized as a pericyclic reaction, which involves the overlap of spatial orbitals as well as the hybridization and delocalization of the molecules.
Based on the interaction between a conjugated diene and a dienophile, different stereoisomeric compounds are formed. Due to the interaction and arrangement of a cyclic diene and a dienophile, an endo and exo product can be formed characterizing the reaction as stereo- and regioselective.
A key characteristic of these reactions is their stereospecificity. Finally, two peaks at 1. A peak at 3.Infrared Spectra of Reactants and Product of the Diels-Alder Reaction of Cyclopentadiene with Maleic Anhydride to form Endo-Norbornene-cis-5,6-Carboxylic Anhydride.
Preparation of cis-Norbornene-5,6-endo-dicarboxylic Anhydride. Structure, properties, spectra, suppliers and links for: endoNorbornene-2,3-dicarboxylic anhydride. cis-endoNorbornene-2,3-dicarboxylic anhydride Formula: C 9 H 8 O 3 Show this safety data sheet to the doctor in mi-centre.com out of dangerous area.
If inhaled If breathed in, move person into fresh air. If not breathing give artificial respiration Consult a physician. In case of skin contact. ; Nadic anhydride; 5-Norbornene-2,3-dicarboxylic anhydride; Carbic anhydride; 2-Norbornene-5,6-dicarboxylic anhydride; 3a,4,7,7a-Tetrahydro-4,7-methanoisobenzofuran-1,3-dione More 5-NORBORNENE-2,3-DICARBOXYLIC ANHYDRIDE, ENDO-CIS-Title 21 of the U.S.
Code of Federal Regulations (21 CFR). Synonym: cis-endoNorbornene-2,3-dicarboxylic anhydride, cis-endo-Bicyclo heptene-2,3-dicarboxylic anhydride CAS Number Empirical Formula (Hill Notation) C 9 H 8 O 3. cisNorbornene-endo-2,3-dicarboxylic anhydride | C9H8O3 | CID - structure, chemical names, physical and chemical properties, classification, patents.Download