
Concept explainers
(a)
Interpretation:
How the given transform would appear in a synthesis is to be shown.
Concept introduction:
A synthetic trap is a synthesis which prevents the reaction from occurring in the forward direction as planned. This occurs mainly because the reactant molecule contains multiple
The alkylation at alpha carbon atoms in
(b)
Interpretation:
How the given transform would appear in a synthesis is to be shown.
Concept introduction:
A synthetic trap is a synthesis which prevents the reaction from occurring in the forward direction as planned. This occurs mainly because the reactant molecule contains multiple functional groups which interfere in the desired mechanism. However, even when there is only one functional group, a synthetic trap can still arise if a reaction takes place at two or more sites within that functional group. In such cases, regiochemistry is an issue. Regiochemistry is the specific region in the given molecule at which the reaction takes place selectively. We can choose a synthesis according to the regioselectivities of the functional group transformation reactions.
The alkylation at the alpha carbon atoms in ketones is regioselective, and we can control the regioselectivity using appropriate reagents, and the sequence in which the reagents are used. The choice of base dictates which alpha carbon undergoes a reaction. A very strong base such as LDA leads to alkylation at the less substituted alpha carbon atom. whereas a moderately strong base such as tert-butoxide anion leads to alkylation at the more substituted alpha carbon atom. The alkylation occurs using an alkyl halide as an alkylating group.

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Chapter 13 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
