Concept explainers
(a)
Interpretation:
For the given reaction, the major product is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
When the attacking species is an alcohol which is a weak base and weak nucleophile, it favors
Answer to Problem 9.81P
The complete, detailed mechanism and the major product for the given reaction is shown below:
Explanation of Solution
The given reacting species are shown below:
In the given reaction, attacking species is an alcohol which is a weak nucleophile. Also, the leaving group can be water under acidic conditions which is an excellent leaving group. Also, the solvent is an alcohol. Therefore, the given reaction favors
The complete, detailed mechanism and the major product for the given reaction is drawn on the basis of reacting species.
(b)
Interpretation:
For the given reaction, the major product is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
When attacking species is an alcohol which is a weak base and weak nucleophile, it favors
Answer to Problem 9.81P
The complete, detailed mechanism and the major product for the given reaction is shown below:
Explanation of Solution
The given reacting species are shown below,
In the given reaction, attacking species is an alcohol which is a weak nucleophile. Also, the leaving group can be water under acidic conditions which is an excellent leaving group. Also, the solvent is an alcohol. Therefore, the given reaction favors
The complete, detailed mechanism and the major product for the given reaction are drawn on the basis of reacting species.
(c)
Interpretation:
For the given reaction, the major product is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
When attacking species is an alcohol which is a weak base and weak nucleophile, it favors
Answer to Problem 9.81P
The complete, detailed mechanism and the major product for the given reaction is shown below:
Explanation of Solution
The given reacting species are shown below,
In the given reaction, attacking species is an alcohol which is a weak nucleophile. Also, the leaving group can be water under acidic conditions which is an excellent leaving group. Also, the solvent is an alcohol. Therefore, the given reaction favors
The complete, detailed mechanism and the major product for the given reaction are drawn on the basis of reacting species.
(d)
Interpretation:
The major product of the given reaction is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
When attacking species is an alcohol which is a weak base and weak nucleophile, it favors
Answer to Problem 9.81P
The complete, detailed mechanism and the major product for the given reaction is shown below,
Explanation of Solution
The given reacting species are shown below,
In the given reaction, attacking species is an alcohol which is a weak nucleophile. Also, the leaving group can be water under acidic conditions which is an excellent leaving group. Also, the solvent is an alcohol. Therefore, the given reaction favors
The complete, detailed mechanism and the major product for given reaction are drawn on the basis of reacting species.
(e)
Interpretation:
For the given reaction, the major product is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
The strong nucleophile and weak base favors
Answer to Problem 9.81P
The complete, detailed mechanism and product of the given reaction is as shown below:
Explanation of Solution
The given reacting species are shown below,
The Br- is a strong nucleophile but a weak base that favors
The complete, detailed mechanism and the major product for the given reaction are drawn on the basis of reacting species.
(f)
Interpretation:
For the given reaction, the major product is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
If the attacking species is a strong bulky base but has low concentration it favors
Answer to Problem 9.81P
The complete, detailed mechanism and the products of the given reaction are shown below,
Explanation of Solution
The given reacting species are shown below,
In the given reaction, the attacking species is a strong bulky base so it favors
The complete, detailed mechanism and the major product for the given reaction is drawn on the basis of reacting species.
(g)
Interpretation:
For the given reaction, the major product is to be determined. The complete, detailed mechanism is to be drawn.
Concept introduction:
When attacking species is an alcohol which is a weak base and weak nucleophile, it favors
Answer to Problem 9.81P
The complete, detailed mechanism and the major product for the given reaction is shown below,
Explanation of Solution
The given reacting species are shown below:
In the given reaction, attacking species is a weak nucleophile and weak base. Also, the leaving group
The complete, detailed mechanism and the major product for the given reaction are drawn on the basis of reacting species.
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Chapter 9 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- is this an E1 or E2 mechanism for this reaction? What is the major product and mechanism for it?arrow_forwardBe sure to answer all parts. Draw the products in the following reaction. of CH,CH,OH Part 1: Identify which mechanism(s) the reaction will undergo. Syl Sy2 ElC E2 Part 2: The number of Sy1 product(s): 1 The number ofEl product(s): 2 Part 3 out of 3 The Syl product: draw structure . The E1 products: draw structure. draw structure . (product with methyl group) (product with ethyl group)arrow_forwardDetermine the predominant type of reaction: SN1, SN2, E1 and E2. Draw the major products only. Show stereochemistry whenever applicable.arrow_forward
- 6) Please draw the mechanism for the E2 reaction drawn below. You should redraw the reactants and product. Br NaOEtarrow_forwardComplete the following reaction by mechanism E1 and E2. Present all steps and all possible products in each mechanism. See the image.arrow_forward10. Draw the complete, detailed mechanism (curved arrows) for the following reaction, and predict the major product. CH3 ▪OH 1. DMSO (COCI)2 2. Et3N Harrow_forward
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- 5. Predict whether each reaction will occur via SN2 or E2 mechanism and draw the product. Write 'NR' if the reaction will not proceed as written. & CH3CI NaCl Acetone KOt-Bu t-BuOH KOt-Bu t-BuOH NaOEt EtOHarrow_forward4) One of the diastereomeric cyclohexyl bromide starting materials below will readily undergo an E2 reaction while the other one will not. Fill in the requested information in boxes and lines indicated including the structure of the alkene product that does undergo an E2 reaction (use scratch paper first please). draw the expected major alkene product draw lowest E chair conformations Me. Ме Me EtO: Na Me "Ме :Br: Ме. Ме Me Me" Ме EtO: Na :Br: Required arrangement of H and LG (Br) for E2? (no acronyms). What is the rate law for and E2? On the template at left, draw all o & o* orbitals involved in the allowed E2 process.arrow_forwardIn the box to the left of each reaction below, write the mechanism by which it occurs (could be SN1, SN2, or E1, or even 2 of them). Then draw the product(s).arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning