(a)
Interpretation:
The given compound can be produced from two different Diels-Alder reactions. The reactants that would be required for each reaction are to be drawn.
Concept introduction:
The Diels-Alder reaction (also known as [4+2] cycloaddition) joins a conjugated diene and a dienophile (an
If the double bonds in the diene are either both trans or both cis, then the substituents at the ends of the diene become cis to each other with respect to the plane of the ring in the product. Electron-withdrawing groups must be a part of a dienophile while electron-donating groups must be a part of the diene to facilitate the cycloaddition. The stereochemical configuration in the dienophile is conserved throughout a Diels-Alder reaction.
(b)
Interpretation:
Out of the two sets of reactants, which set would be a better choice is to be identified and exaplained.
Concept introduction:
The Diels-Alder reaction (also known as [4+2] cycloaddition) joins a conjugated diene and a dienophile (an alkene or an alkyne) via the formation of two new sigma bonds. The six membered ring of carbon atoms has formed as a product.
If the double bonds in the diene are either both trans or both cis, then the substituents at the ends of the diene become cis to each other with respect to the plane of the ring in the product. Electron-withdrawing groups must be a part of a dienophile while electron-donating groups must be a part of the diene to facilitate the cycloaddition. The stereochemical configuration in the dienophile is conserved throughout a Diels-Alder reaction.
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Chapter 24 Solutions
Organic Chemistry: Principles And Mechanisms
- need help finding the product of these reactionsarrow_forwardPart 1. Draw monomer units of the following products and draw their reaction mechanism 1) Bakelite like polymer Using: Resorcinol + NaOH + Formalin 2) Polyester fiber Using a) pthalic anhydride + anhydrous sodium acetate + ethylene glycol B)pthalic anhydride + anhydrous sodium acetate + glycerol 3) Temporary cross-linked polymer Using: 4% polyvinyl alcohol+ methyl red + 4% sodium boratearrow_forwardUsing the table of Reactants and Products provided provide the correct letter that corresponds with the Carboxylic acid that is formed in the reaction below. 6 M NaOH Acid-workup WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES A) Pool of Reagents for Part B CI B) OH C) E) CI J) racemic F) K) OH N) OH P) G) OH D) HO H) L) M) HO Q) R) CI Aarrow_forward
- In the table below, the exact chemical structures for Methyl salicylate can be represented by the letter WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR PHRASES CI B) A) E) Cl racemic F) J) CI K) N) OH P) Pool of Reagents for Part B OH OH G) L) OH D) HO H) M) HO Q) R) CIarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardPart I. a) Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone (3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forward
- 3. The explosive decomposition of 2 mole of TNT (2,4,6-trinitrotoluene) is shown below: Assume the C(s) is soot-basically atomic carbon (although it isn't actually atomic carbon in real life). 2 CH3 H NO2 NO2 3N2 (g)+7CO (g) + 5H₂O (g) + 7C (s) H a. Use bond dissociation energies to calculate how much AU is for this reaction in kJ/mol.arrow_forwardPart I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone and (3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forwardShow the mechanism for these reactionsarrow_forward
- Draw the stepwise mechanismarrow_forwardDraw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning