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Mullins 1st EditionCh. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination문제 88d
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (i) 1. BH3 2. NaOH, H2O2 (ii) 1. Hg(OAc)2 2. NaBH4 (iii) H2SO4 , H2O (iv) 1. OsO4 2. NaHSO3 (v) H2O (vi) NaOH, H2O . If there is no reaction, write 'no reaction.'
(d)
문제 88f(v,vi)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (v) H2O; (vi) NaOH, H2O. If there is no reaction, write 'no reaction.'
(f)
문제 89a
Predict the product for each of the following reactions.
(a)
문제 89b
Predict the product for each of the following reactions.
(b)
문제 89c
Predict the product for each of the following reactions.
(c)
문제 89d
Predict the product for each of the following reactions.
(d)
문제 90a
Identify whether each of the following reactions proceed by an SN1 ,SN2 , E1, or E2 mechanism.
(a)
문제 90b
Identify whether each of the following reactions proceed by an SN1, SN2, E1, or E2 mechanism.
(b)
문제 90c
Identify whether each of the following reactions proceed by an SN1, SN2, E1, or E2 mechanism.
(c)
문제 91
A trifluoromethanesulfonate (triflate) can be used in a manner similar to tosylates. Which would you expect to be a better leaving group? Why?
문제 92a
Using an appropriate tosylate intermediate, synthesize the following molecules starting from the appropriate alcohol.
(a)
문제 92b
Using an appropriate tosylate intermediate, synthesize the following molecules starting from the appropriate alcohol.
(b)
문제 93
(a) Show how you would affect the following transformation using a tosylate.
(b) Why might this not be the most sustainable method?
(c) What reagent might you use instead?
문제 94a
Predict the product of the following reactions.
(a)
문제 94b
Predict the product of the following reactions.
(b)
문제 94c
Predict the product of the following reactions.
(c)
문제 96
A graduate student attempted the following reaction and did not isolate the expected product.
(a) What product did they isolate?
(b) What reagent should they have used instead to get their desired product?
문제 97a
Suggest the appropriate reagents to carry out the following transformations.
(a)
문제 97b
Suggest the appropriate reagents to carry out the following transformations.
(b)
문제 97c
Suggest the appropriate reagents to carry out the following transformations.
(c)
문제 97d
Suggest the appropriate reagents to carry out the following transformations.
(d)
문제 97e
Suggest the appropriate reagents to carry out the following transformations.
(e)
문제 97f
Suggest the appropriate reagents to carry out the following transformations.
(f)
문제 97g
Suggest the appropriate reagents to carry out the following transformations.
(g)
문제 98
Draw a reaction coordinate diagram for the following transformation. Label all product, intermediates, and substrates.
문제 99
Produce a mechanism for the following transformation.
문제 100a(i)
Predict the product for the acid-catalyzed pinacol rearrangement of the following diols.
(a)
문제 100a(ii)
Draw the mechanism for the acid-catalyzed pinacol rearrangement of the following diols.
(a)
문제 100b(i)
Predict the product for the acid-catalyzed pinacol rearrangement of the following diols.
(b)
문제 100b(ii)
Draw the mechanism for the acid-catalyzed pinacol rearrangement of the following diols.
(b)
