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Interpretation:
The observation that stereochemistry of the product formed when dimethylbutynedioate undergoes Diels-Alder reaction with (2E,4Z) 2.4-hexadiene is different from that obtained from (2E,4E) isomer is to be explained.
Concept introduction:
In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.
To explain:
The observation that stereochemistry of the product formed when dimethylbutynedioate undergoes Diels-Alder reaction with (2E,4Z) 2.4-hexadiene is different from that obtained from (2E,4E) isomer.
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Chapter 14 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
- I don't understand what to put for final step. Does that just mean termination? And would a radical form when I add bromine to ch2 between the rings?arrow_forwardNonearrow_forward11 1 Which one of the following compounds would show a proton NMR signal at the highest chemical shift? (7pts) cl @amitabh CI CI d) Cl CICIarrow_forward
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- Nonearrow_forward1A H 2A Li Be Use the References to access important values if needed for this question. 8A 3A 4A 5A 6A 7A He B C N O F Ne Na Mg 3B 4B 5B 6B 7B 8B-1B 2B Al Si P 1B 2B Al Si P S Cl Ar K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br Kr Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe * Cs Ba La Hf Ta W Re Os Ir Pt Au Hg Tl Pb Bi Po At Rn Fr Ra Ac Rf Ha ****** Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No Lr Analyze the following reaction by looking at the electron configurations given below each box. Put a number and a symbol in each box to show the number and kind of the corresponding atom or ion. Use the smallest integers possible. cation anion + + Shell 1: 2 Shell 2: 8 Shell 3: 1 Shell 1 : 2 Shell 2 : 6 Shell 1 : 2 Shell 2: 8 Shell 1: 2 Shell 2: 8arrow_forwardNonearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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