Concept explainers
(a)
Interpretation:
The detailed mechanism for the given reaction is to be drawn, and the major product is to be predicted.
Concept introduction:
Lithium aluminium hydride (LAH) or
The chemical behaviour of deuterium (
Answer to Problem 17.43P
The detailed mechanism for the given reaction is
The major product of the given reaction:
Explanation of Solution
The given reaction is
This alkoxide ion then attacks the deuterium (
Thus, the final product of the given reaction is the secondary alcohol shown below:
A ketone, when treated with a reducing agent such as Lithium aluminium hydride (LAH) or
(b)
Interpretation:
The detailed mechanism for the given reaction is to be drawn, and the major product is to be predicted.
Concept introduction:
Lithium aluminium hydride (LAH) or
The chemical behaviour of deuterium (
Answer to Problem 17.43P
The detailed mechanism for the given reaction is
The major product of the given reaction:
Explanation of Solution
The given reaction is
This alkoxide ion then attacks the proton (H) of water, which is the solvent used in the next step.
Thus, the final product of the given reaction is the secondary alcohol shown below:
A ketone, when treated with a reducing agent such as Lithium aluminium hydride (LAH) or
(c)
Interpretation:
The detailed mechanism for the given reaction is to be drawn, and the major product is to be predicted.
Concept introduction:
Lithium aluminium hydride (LAH) or
The chemical behaviour of deuterium (
Answer to Problem 17.43P
The detailed mechanism for the given reaction is
The major product of the given reaction:
Explanation of Solution
The given reaction is
This alkoxide ion then attacks the deuterium (
Thus, the final product of the given reaction is the secondary alcohol shown below:
A ketone, when treated with a reducing agent such as Lithium aluminium hydride (LAH) or
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Chapter 17 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Predict the major product(s) of each of the following reactions. Draw the complete, detailed mechanism that leads to the formation of each of those products. (b) (c) (a) HO;S HNO3 Cl2. ? H,SO4 ? FeCl3 AICI3 H3CO (d) (e) Br2, ? conc HNO3 ? FeBr3arrow_forwardOrganic Chemistry SUGGEST A MECHANISM FOR EACH STEP OF THE FOLLOWING TRANSFORMATION AND EXPLAINWHY THEY WORK. (TMS is trimethylsilyl). This reaction with the organolithium reagent is similar to an SN2reaction except the nucleophile is reacting at a silicon atom. Please help with problem. thank youarrow_forwardFor each of the following reactions, state the mechanism the reaction (E1, E2, SN1, SN2, etc.) will follow and givethe major product(s) of the reaction.arrow_forward
- When the following deuterium-labeled compound is treated with potassium tert-butoxide in DMF, a single product is observed. When the same substrate is heated in the presence of dilute potassium ethoxide in ethanol, a mixture of two products is formed. Provide the complete, detailed mechanism (curved arrows) for each reaction and label each reaction as E1 or E2. Note: deuterium is an isotope of hydrogen and can be treated similarly to hydrogen in chemical reactions but cannot be implied. D H KO/Bu DMF D H dilute KOET EtOH ?+ ?arrow_forwardSuggest a detailed mechanism for each of the reactions below. Explain why the originating products were formed.arrow_forwardShown below is a two-step mechanism beginning with nucleophilic attack of water, and subsequent deprotonation with a base. Draw the arrows for the mechanism for both step 1 and step 2 and draw the intermediate product of in the box. + H-O OH + H₂Oarrow_forward
- For each of the following reactions, state the mechanism the reaction will follow (E1,E2, SN1, SN2, etc.) and givethe major product(s) of the reaction.arrow_forwardProvide the mechanism and the structure of the products A and B in the given reaction.arrow_forwardProvide a detailed mechanism for the following reactionarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning