(a)
Interpretation:
For the given proposed transforms, it is to be determined whether it leads to a synthetic trap (i.e. will not proceed as planned in the forward direction) or not along with the reasoning.
Concept introduction:
A particular reaction is undone by performing a transform that depends on the specific location in the target molecule where we want the changes to occur. In doing so, we may encounter synthetic traps. A synthetic trap is the proposed mechanism that prevents the reaction to occur in the forward direction as planned. From the reactions used for
Answer to Problem 13.6P
The synthesis will proceed as planned. The forward reaction is shown below:
Explanation of Solution
The given proposed transform is:
The target molecule is on the left side. In the target molecule, there are two functional groups present, a cyanide and hydroxyl group. In order to carry out this transform, sodium cyanide (
Thus, the proposed transform does not lead to a synthetic trap and will proceed as planned.
The possibility of the forward reaction in the proposed mechanism is determined on the basis of the functional group transformation reactions, charge stability, and strength of the reagents used.
(b)
Interpretation:
For the given proposed transforms, it is to be determined whether it leads to a synthetic trap (i.e. will not proceed as planned in the forward direction) or not along with the reasoning.
Concept introduction:
A particular reaction is undone by performing a transform that depends on the specific location in the target molecule where we want the changes to occur. In doing so, we may encounter synthetic traps. A synthetic trap is the proposed mechanism that prevents the reaction to occur in the forward direction as planned. From the reactions used for functional group transformation and considering the factors like charge stability and strength of the reagent used, one can determine whether the proposed transform leads to a synthetic trap or not.
Answer to Problem 13.6P
The synthesis will proceed as planned. The forward reaction is shown below:
Explanation of Solution
The given proposed transform is:
The target molecule is on the left side. In the target molecule, there are two functional groups present,
Thus, the proposed transform does not lead to a synthetic trap and will proceed as planned.
The possibility of the forward reaction in the proposed mechanism is determined on the basis of the functional group transformation reactions, charge stability, and strength of the reagents used.
(c)
Interpretation:
For the given proposed transforms, it is to be determined whether it leads to a synthetic trap (i.e. will not proceed as planned in the forward direction) or not along with the reasoning.
Concept introduction:
A particular reaction is undone by performing a transform that depends on the specific location in the target molecule where we want the changes to occur. In doing so, we may encounter synthetic traps. A synthetic trap is the proposed mechanism that prevents the reaction to occur in the forward direction as planned. From the reactions used for functional group transformation, and considering the factors like charge stability and strength of the reagent used, one can determine whether the proposed transform leads to a synthetic trap or not.
Answer to Problem 13.6P
The synthesis will proceed as planned. The forward reaction is shown below:
Explanation of Solution
The given proposed transform is:
The target molecule is on the left side. In the target molecule, there are two functional groups present, alkyl halide and hydroxyl group.
Thus, the proposed transform does not lead to a synthetic trap and will proceed as planned.
The possibility of the forward reaction in the proposed mechanism is determined on the basis of the functional group transformation reactions, charge stability, and strength of the reagents used.
(d)
Interpretation:
For the given proposed transforms, it is to be determined whether it leads to a synthetic trap (i.e. will not proceed as planned in the forward direction) or not along with the reasoning.
Concept introduction:
A particular reaction is undone by performing a transform that depends on the specific location in the target molecule where we want the changes to occur. In doing so, we may encounter synthetic traps. A synthetic trap is the proposed mechanism that prevents the reaction to occur in the forward direction as planned. From the reactions used for functional group transformation, and considering the factors like charge stability and strength of the reagent used, one can determine whether the proposed transform leads to the synthetic trap or not.
Answer to Problem 13.6P
The synthesis will not proceed as planned.
The proposed synthesis is a synthetic trap, and the reaction will not proceed as planned in the forward direction.
Explanation of Solution
The given proposed transform is:
The target molecule is on the left side while the proposed reactant molecule is on the right side. In the target molecule, there are two functional groups present, alcohol and alkyl halide. Alkyl halides are prepared from corresponding alcohols when they are treated with phosphorous bromide/chloride in an
The possibility of the forward reaction in the proposed mechanism is determined on the basis of the functional group transformation reactions, charge stability, and strength of the reagents used.
(e)
Interpretation:
For the given proposed transforms, it is to be determined whether it leads to a synthetic trap (i.e. will not proceed as planned in the forward direction) or not along with the reasoning.
Concept introduction:
A particular reaction is undone by performing a transform that depends on the specific location in the target molecule where we want the changes to occur. In doing so, we may encounter synthetic traps. A synthetic trap is the proposed mechanism that prevents the reaction to occur in the forward direction as planned. From the reactions used for functional group transformation, and considering the factors like charge stability and strength of the reagent used, one can determine whether the proposed transform leads to the synthetic trap or not.
Answer to Problem 13.6P
The synthesis will not proceed as planned.
The proposed synthesis is a synthetic trap, and the reaction will not proceed as planned in the forward direction.
Explanation of Solution
The given proposed transform is:
The target molecule is on the left side while the proposed reactant molecule is on the right side. In the target molecule, there are two functional groups present, ether and alkyl halide. Alkyl halides are prepared from
As the reaction does not yield the desired product, we would say that the proposed synthesis is a synthetic trap, and the reaction will not proceed as planned in the forward direction.
The possibility of the forward reaction in the proposed mechanism is determined on the basis of the functional group transformation reactions, charge stability, and strength of the reagents used.
(f)
Interpretation:
For the given proposed transforms it is to be determined whether it leads to a synthetic trap (i.e. will not proceed as planned in the forward direction) or not along with the reasoning.
Concept introduction:
A particular reaction is undone by performing a transform that depends on the specific location in the target molecule where we want the changes to occur. In doing so, we may encounter synthetic traps. A synthetic trap is the proposed mechanism that prevents the reaction to occur in the forward direction as planned. From the reactions used for functional group transformation, and considering the factors like charge stability and strength of the reagent used, one can determine whether the proposed transform leads to the synthetic trap or not.
Answer to Problem 13.6P
The synthesis will not proceed as planned.
The proposed synthesis is a synthetic trap, and the reaction will not proceed as planned in the forward direction.
Explanation of Solution
The given proposed transform is:
The target molecule is on the left side while the proposed reactant molecule is on the right side. In the target molecule, there are two functional groups present,
As the reaction does not yield the desired product, we would say that, the proposed synthesis is a synthetic trap and the reaction will not proceed as planned in the forward direction.
The possibility of the forward reaction in the proposed mechanism is determined on the basis of the functional group transformation reactions, charge stability, and strength of the reagents used.
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Chapter 13 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Problem: Consider the reaction sequence shown below. Pay attention to stereochemistry. (a) Draw the structure for compound A and explain your reasoning. (b) Draw the structure for compound B and explain your reasoning. (c) Draw the structure for compound C and explain your reasoning. он Conc. H,PO, MCPBA A NaCN MeOHarrow_forward! ( please answer with mechanism)arrow_forwardCurved arrows are provided for the transformation. Identify the products of the transformation. Be sure to draw nonbonding electrons and charges where appropriate.arrow_forward
- Bonus Question: If you deemed the previous reaction to be unsuccessfull, propose a reaction or synthesis that would successfully produce the desired ether product (shown again to the side). You may use any reaction you know of.arrow_forwardOrganic Chemistry problem. Please help. Please provide a reasonable product structure for the reaction seen in the attached image. Thank youarrow_forwardOrganic Chemistry problem. Please help. Please provide reasonable product structure for the reaction in the attached image. Thank you.arrow_forward
- Organic Chemistry Problem. Please help. Provide neatly written mechanism using arrows to show electron flow and all intermediates. (Please correct answer and don't use hend raiting)arrow_forwardplease help with this question. thank you. Propose a mechanism for this transformationarrow_forwardTextbook problem: Suggest short series of reactions that would be expected to transform the material on the right into the desired product shown on left.arrow_forward
- Can you please double check my work on the reaction schemes shown below... Thank youarrow_forwardProblem: Consider the addition of HCI shown below. (a) Draw the arrows for the first step of the mechanism, and show all possible carbocation intermediates. (b) Identify the most stable carbocation intermediate and explain your reasoning. (c) Draw the arrows for the second step of the mechanism, and give the expected major product(s). Pay attention to stereochemistry. Br HCIarrow_forwardQ;Provide missing curved arrows and draw the product of the radical addition mechanistic step. Add lone pairs and radicals to all appropriate species. Provide missing curved arrows. Make sure to use the correct curved arrows.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning