Diels-Alder Synthesis

Words: 392
Pages: 2
Open Document
Kurt Alder’s contribution to the fields of chemistry is associated with diene synthesis. Evidence of his first report was in Otto Diels’s laboratory in 1928. Diels synthesis is a synthetic method, which is referred as the Diels-Alder reaction. The method involves the addition of diene to dienophiles. An example would be the double bonds on adjacent carbon atoms. Another example of diene synthesis is the addition of butadiene to maleic anhydride. Dienes are compounds with conjugated unsaturation. Dienes of the Diels-Alder reaction may either be cyclic or open-chain. It also hosts many substituents( an atom taking the place of another atom to occupy a specified position in a molecule), with the requirement of being able to exist in s-cis conformation. Dienophiles are compounds with an ethyenic double or acetylenic triple bond, activated …show more content…
One of the common examples of use of the Diels-Alder Reaction in total synthesis was in the syntheses of cortisone and cholesterol in 1952, at a Woodward landmark. Diene synthesis has also been applied to systems such as carbonyls and imines to provide to corresponding hetero cycles. This is referred to as the hetero-Diels-Alder reaction. An inverse reaction of this process also can be made and it is referred to as the retro-Diels-Alder reaction. The retro-Diels-Alder reaction is the forming of a diene and dienophiles from a cyclohexene, which is a liquid unsaturated cyclic hydrocarbon made by dehydrating cyclohexanol. The reaction can be accomplished with heat, acid, or with base mediation. From 1929, this process was applied to the detection of cyclohexadienes. This released ethylene and aromatic compounds as a result of the reaction between cyclohexadienes and acetylenes through a sequence of the Diels-Alder or retro-Diels
Show More

Related Documents: Diels-Alder Synthesis

DA sample report Essay

Sample lab report for Experiment 194.1 in Palleros (pp. 398-a00) Reaction of 9-Anthraldehyde with Maleic Anhydride via the Diels-Alder Reaction Sam P. Le January 18,2013 Purpose The purpose of this experiment was to demonstrate the utility of the Diels-Alder reaction by reacting 9-anthraldehyde with maleic anhydride to form a9-anthraldehyde-maleic anhydride adduct. The 9-anthraldehyde-maleic anhydride adduct was characterized by melting point determination, infrared (IR) spectroscopy, UV-Vis…

Words 1492 - Pages 6

Diels Alder Reaction Lab

Diels Alder Reaction: Formation of dimethyl tetraphenylphthalate, hexaphenylbenzene, tetraphenylnaphthalene, and triptycene Introduction One of the most important discoveries ever made in organic chemistry happened by the hands of two great chemists, Kurt Alder and Otto Paul Hermann Diels, around the year 1928.6 This partnership was forged in Otto Diels’ lab at the University of Kiel.8 They discovered how to make a six membered ring in a single step.5 This reaction is commonly known as the Diels-Alder…

Words 2208 - Pages 9

Anticantharidin

ancer research is one of the leading fields of evaluation as there are such a vast number of different types of cancers that it is very difficult to produce a single treatment or drug that would be effective. Most treatments that are currently available tend to leave the patient with adverse side effects such as chemotherapy with hair loss or usually prolong life rather than cure the sufferer. Norcantharidin is a potential new anticancer drug currently undergoing research and evaluation due to new…

Words 928 - Pages 4

Enzymes Lab Report

INTRODUCTION Enzymes are biological catalyst that alters the chemical reaction rate without itself being altered which reacts with the substrate and converts the enzyme substrate complex into different molecules – product. Enzyme plays the consequential role in functioning of life process such as for growth, digestion of nutrients, excretion of metabolic waste, energy provider to brain and muscles and thus directly or indirectly involved in every biological processing of life. Apart from numerous…

Words 3068 - Pages 13