What product(s) would be obtained from the Diels-Alder reaction of trans CH3CH=CHCO2Et with EACH of the following dienes: (a) 1.3- Butadiene (b) Isoprene (c) Cyclopentadiene
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What product(s) would be obtained from the Diels-Alder reaction of trans
CH3CH=CHCO2Et with EACH of the following dienes:
(a) 1.3- Butadiene
(b) Isoprene
(c) Cyclopentadiene
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- Diels–Alder reaction of a monosubstituted diene (such as CH2=CH–CH=CHOCH3) with a monosubstituted dienophile (such as CH2=CHCHO)gives a mixture of products, but the 1,2-disubstituted product oftenpredominates. Draw the resonance hybrid for each reactant, and use thecharge distribution of the hybrids to explain why the 1,2-disubstitutedproduct is the major product.Exp3: Diels-Alder reaction Why does cyclopentadiene regularly form a dimer? How to break the dimer into monomers? Does the diene in this reaction act as the nucleophile or the electrophile? Is the maleic anhydride a nucleophile or an electrophile in this reaction? Explain your reasoning.The central carbon atom of an allene is a member of two double bonds, and ithas an interesting orbital arrangement that holds the two ends of the molecule at rightangles to each other. Draw the two enantiomers of penta-2,3-diene. A model may be helpful.
- When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.Show why A predominates at -15 °C and B predominates at 60 °C.Predict the major prodcut for the following 4+2 cycloaddiations? Diels-alder reqcrions2) The Diels-Alder reaction, developed by German chemists Otto Diels and Kurt Alder (who received the Nobel Prize in 1950 for their discovery), has great synthetic importance due to the possibility of forming an unsaturated six-membered cycle without involving intermediates ionic. About the reaction, answer: (a) Indicate the reagents necessary for the synthesis of the following compounds, indicating who is the diene and who is the dienophile.
- Draw and name all stereoisomers of 3-chlorohepta-2,4-diene(a) using the cis-trans nomenclature.(b) using the E-Z nomenclatureGiven the following compounds: 1-bromopropane, 1-chloropropane, 2-chlorobutane, and 1-chloro-2-methylpropane Order them based on their reactivity against the SN2 reaction (decreasing). Will the substitution proceed faster with CH3O- or CH3S-? Reason for it.When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocationis more stable than a bromonium ion.)
- Which of the following is most soluble in basic medium? a. cyclopropane b. 1,3-cyclobutadiene c. 1,3-cyclopentadiene d. benzeneWhat is the product (include the stereochemistry) of the 6 pi electron electrocyclic reaction below, use the appropriate Woodward-Hoffman rule.Although the Diels–Alder reaction generally occurs between an electronrich diene and an electron-deficient dienophile, it is also possible to have inverse-demand Diels–Alder reactions between suitable electrondeficient conjugated double bonds and electron-rich alkenes. These reactions are particularly useful because they allow for the incorporation of heteroatoms into the new six-membered ring. Predict the products of each inverse-demand Diels–Alder reaction below. Be sure your products reflect the correct stereochemistry. If more than one regioisomer is possible, draw both.