Cis-norbornene 5,6-endo-dicarboxylic anhydride, also known as ENDO-CBA or simply ENDO, is a chemical compound that belongs to the class of organic compounds known as norbornenes. It is an anhydride, meaning that it is a compound formed from the dehydration of a dicarboxylic acid.
ENDO is a colorless, crystalline solid at room temperature and has a pungent, acrid smell. It is highly reactive and can be easily hydrolyzed, or broken down, in the presence of water.
ENDO has a number of important industrial uses. It is used as an intermediate in the synthesis of polymers and other chemicals, and it has been used in the production of resins, fibers, and adhesives. It is also used in the manufacture of pharmaceuticals, pesticides, and dyes.
ENDO is synthesized through the cycloaddition of norbornadiene with maleic anhydride. This reaction takes place at high temperatures and pressures, and the resulting compound is then purified and crystallized.
Despite its useful properties, ENDO can be hazardous to handle and can cause serious health effects if inhaled or ingested. It can irritate the eyes, skin, and respiratory system, and can cause coughing, sneezing, and difficulty breathing. It is classified as a flammable liquid and should be handled with caution.
In conclusion, cis-norbornene 5,6-endo-dicarboxylic anhydride is a versatile chemical compound with a range of industrial uses, but it must be handled with caution due to its potential health and safety risks.
Synthesis of Cis
The experimental value we obtained through the Diels- Alder reaction was 160- 163º C. Precautionary Statements: 33784-P272-P280-P285-P302+P352-P304+P341-P305+P351+P338-P310-P333+P313-P342+P311-P363-P501c Contaminated work clothing should not be allowed out of the workplace. IF INHALED: If breathing is difficult, remove to fresh air and keep at rest in a position comfortable for breathing. Causes serious eye damage. Reduction of an organic molecule usually corresponds to decreasing its oxygen content or increasing its hydrogen content. Throughout the experiment, the mixture changed color from green, orange, to yellowish lime, and eventually clear.
During the experiment, 0. This reaction does not seem to be very efficient at all. Synthesis of polymer-supported TEMPO catalysts and their application in the oxidation of various alcohols. Triphenylmethyl Synthesis Lab Report 621 Words 3 Pages Abstract In this laboratory, methanol is reacted with a tertiary alkyl chloride to make ether. The key to making this discovery was the melting point and TLC results! The reaction process lasted for 2 hours. Hence, the crystal lattice structure of the product is largely intact, requiring an even amount of thermal energy to melt the sample. Conclusion: The Diels- Alder reaction is one of the most important types of reactions in organic chemistry Weldegirma, 2012.
The product is the trans-alkene present in the product. The Diels-Alder reaction has high synthetic utility for making unsaturated 6-membered rings Kahn, 2011. Didier Villemin; Bouchta Labiad; Andre Loupy. Therefore, in this experiment the product was determined by assessing the melting points of the compound and comparing it to the known value. Therefore, the sodium borohydride reduction of the ketone, 9-fluorenone was performed to yield the secondary alcohol, 9-fluorenol.
As the reaction heated for 2 hours, a 50 mL beaker was weighed, approximately 12 mL of 20% ethyl acetate in hexane solution was added to a 25 mL Erlenmeyer flask, and 2. We were only able to produce a yield of 20. As cyclopentadiene is left out over a period of a few days, the molecules slowly dimerize and thus become dicyclopentadiene. Even though our crystals did not turn out as we had hoped, the melting point range for our crystals was very close to the literature value. Order custom essay Synthesis of Cis-Norbornene-5, 6-Endo-Dicarboxylic Anhydride with free plagiarism report Mechanism: Side Reaction: Experimental: Table of Chemicals: Cyclopentadiene Maleic Anhydride Ethyl Acetate Hexane 66. Methyl Trans-Cinnamate Lab Report 1399 Words 6 Pages The literature melting point range of methyl trans-cinnamate is ~34-38oC Aldrich. This structure was then dimethyl fumarate.
Diels- Alder reactions are used constantly in the medical field due to its diverse uses. Thus, the maximum amount of moles of cis-Norbornene-5, 6-endo-dicarboxylic anhydride we can produce is: Now that the theoretical yield has been calculated, we can compare the experimental yield with the theoretical yield: Discussion The literature value for the melting point of cis-Norbornene-5, 6-endo-dicarboxylic anhydride is 165º C. . With our melting point being so close to the literature value for cis-Norbornene-5, 6-endo-dicarboxylic anhydride, it is very likely that the desired product was obtained. The starting compound could have been one of four alcohols, cyclopentanol, cyclohexanol, 3-heptanol, or 2-heptanol.
After the reaction was completed, purification of the product was conducted using semi-microscale recrystallization. An environmentally friendly reagent, sodium hypochlorite, was used to oxidize the alcohol, and an IR spectrum was obtained in order to identify the starting compound and final product. On the contrary, NaBH4 is relatively mild and it can be used with protic solvents. A yield this low was not expected, but was enough to measure the melting point to see if we had indeed produced cis-Norbornene-5, 6-endo-dicarboxylic anhydride. GHS Hazard and Precautionary Statements Hazard Statements: H317-H318-H334 May cause an allergic skin reaction. The percent yield was satisfactory, having a 68% yield. Synthesis of Diphenylacetylene Observation of Results: 1,2-dibromo-1,2-diphenylmethane 0.
At the end of the experiment, to prove the formation of the major products, melting point of the products were measured. In order to un- dimerize dicyclopentadiene, it must be heated to just under its boiling point to make fresh cyclopentadiene. Remove contact lenses, if present and easy to do. May cause allergy or asthma symptoms or breathing difficulties if inhaled. Nucleophilic Substitution Reactions Lab 1039 Words 5 Pages The possible explanations and changes to make are similar to the previous questions. The Diels- Alder reaction is one of the most important reactions in all of organic chemistry because of the applicability of it.
Literature References Cihangir Tanyeli; Aysegul Gumus. Another possible cause maybe there was some crystal left in the reaction tube when the reaction was being placed into the Triphenylmethyl Bromide Lab Report 920 Words 4 Pages Observations The purpose of this experiment was to be able to synthesize triphenylmethyl bromide from triphenylmethanol by a trityl carbocation intermediate. In order to retrieve one of these ketones, first 1. In the case of cyclopentadiene and maleic anhydride, the reaction takes place quite quickly due to the many electronegative oxygen present in both reactants. The mixture was filtered and washed three times with 10 ml of water and and dried in 60 °C for 5 hours and finally 45.
Dicyclopentadiene would not result in the desired product, cis-Norbornene-5, 6-endo-dicarboxylic anhydride, so this must be remedied. It has been in studies of ribozymes and creating ribozymes synthetically Jaschke, 2000. IF ON SKIN: Wash with plenty of soap and water. I believe that we did accomplish what we set out to do in this lab. This type of reaction was named for Otto Diels and Kurt Alder who were the first to investigate this reaction Weldegirma, 2012.