Interpretation:
Major product has to be predicted for the given reaction.
Concept Introduction:
Diels-Alder reaction is the 4+2 addition reaction. Here a total of six pi bonds are involved resulting in formation of one pi bond and two single bonds. Diels-Alder reaction occurs via a single concerted step and not by involvement of ions. If a monosubstituted ethylene is used, the product obtained contains a stereocenter. This can be represented as,
If a cyclic diene is considered, then the product obtained will be a bicyclic compound. Diels-Alder reaction that involves cyclopentadiene results in a bicyclic structure. If the dienophile has a cis configuration, then the two groups have to be in cis configuration to each other. The product obtained will have the groups in endo position. It is a meso compound.
If the dienophile has a trans configuration, then the two groups have to be in trans configuration to each other. The product obtained will have the groups as shown below,
The above two structures are enantiomers.
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Chapter 10 Solutions
Organic Chemistry As a Second Language: Second Semester Topics
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- Using 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_forwardIn 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_forward
- Part 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_forward3. 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_forward
- Show the mechanism for these reactionsarrow_forwardDraw 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_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning