
Interpretation:
The mechanism for the given reaction is to be proposed.
Concept introduction:
The dienes are the compounds containing two double bonds. These two double bonds may or may not be conjugated. The non-conjugated dienes undergo electrophilic addition reactions in the presence of a strong acid. The first step is the protonation of the double bond, which would form the most stable carbocation intermediate. This generates the conjugate base of a strong acid, which can serve as a nucleophile. The addition of proton across the double bond follows Markovnikov’s rule. In this, the proton gets attached to the carbon atom in the double bond, which is least substituted or has greater number of hydrogens attached. For long chain isolated dienes, an intramolecular reaction may take place in which the other double bond serves as a nucleophile and attacks the carbocation intermediate within the same compound. The driving force for this step is the formation of stable five or six membered ring. In the third step, the conjugate base produced in the first step serves as a nucleophile and attacks the carbocation to yield the final product.

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Chapter 11 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Draw a tetramer of this alternating copolymer.arrow_forwardH I T H HH H -H C. H- Identify and select all structures below that represent a constitutional isomer(s) of the compound shown above. H- H CIH H H H HHHH H H 0 ·H H– 冊 CH CHI HH C- H- H H- H H A. H H C H H- -H HH H B. H- -H D. H H H H • H -H E. -H H H HICH T HHH F. H-arrow_forwardPolylactic acid (shown below) is a biodegradable polymer used for food packaging. Identify the monomer(s) used in the production of this polymer using a condensation process.arrow_forward
- Draw the product of the reaction shown below. Ignore small byproducts that would evaporate pleasearrow_forwardPoly(ethylene adipate) is a biodegradable polyester (shown below). Identify the type of polymerization process used in the production of this polymer.arrow_forwardPolymers may be composed of thousands of monomers. draw two repeat units(dimer) of the polymer formed in this reaction. assume there are hydrogen atoms on the two ends of the dimer. ignore inorganic byproducts pleasearrow_forward
- Draw the product of the reaction shown below. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, Ignore inorganic byproductsarrow_forwardDraw the product of this reaction please. Ignore inorganic byproductsarrow_forwardOne of the pi molecular orbitals of 1,3-butadiene (CH2=CHCH=CH2) is shown below. Please identify the number of nodal planes perpendicular to the bonding axisarrow_forward
- Draw the monomers required to synthesize this condensation polymer please.arrow_forwardProvide the correct systematic name for the compound shown here. Please take into account the keyboard options belowarrow_forwardcurved arrows are used to illustrate the flow of electrons. using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s)arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
