a)
Interpretation:
The electron pushing mechanism for the formation of the organo-mercury intermediate obtained during the mercury catalyzed hydration of phenylacetylene is to be drawn.
Concept introduction:
In the first step attack of the π electrons of the triple bond on the electrophilic Hg2+ ion takes place to yield a mercury containing vinylic carbocation intermediate. In the second step nucleophilic attack of water takes place on the carbocation. A new C-O bond is formed leading to the formation of a protonated mercury containing enol. In the third step water abstracts a proton from the protonated enol to yield the organomercury intermediate.
To draw:
The electron pushing mechanism for the formation of the organo-mercury intermediate obtained during the mercury catalyzed hydration of ethynylbenzene.
b)
Interpretation:
The electron pushing mechanism for the formation of the organo-mercury intermediate obtained during the mercury catalyzed hydration of propyne is to be drawn.
Concept introduction:
In the first step attack of the π electrons of the triple bond on the electrophilic Hg2+ ion takes place to yield a mercury containing vinylic carbocation intermediate. In the second step nucleophilic attack of water takes place on the carbocation. A new C-O bond is formed leading to the formation of a protonated mercury containing enol. In the third step water abstracts a proton from the protonated enol to yield the organomercury intermediate.
To draw:
The electron pushing mechanism for the formation of the organo-mercury intermediate obtained during the mercury catalyzed hydration of propyne.
c)
Interpretation:
The electron pushing mechanism for the formation of the organo-mercury intermediate obtained during the mercury catalyzed hydration of 3-methyl-1-butyne is to be drawn.
Concept introduction:
In the first step attack of the π electrons of the triple bond on the electrophilic Hg2+ ion takes place to yield a mercury containing vinylic carbocation intermediate. In the second step nucleophilic attack of water takes place on the carbocation. A new C-O bond is formed leading to the formation of a protonated mercury containing enol. In the third step water abstracts a proton from the protonated enol to yield the organomercury intermediate.
To draw:
The electron pushing mechanism for the formation of the organo-mercury intermediate obtained during the mercury catalyzed hydration of 3-methyl-1-butyne.
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Chapter 9 Solutions
Organic Chemistry
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- Differentiate electron spin and electron spin moment.arrow_forwardDifferentiate between nuclear spin and electron spin.arrow_forwardDraw the trigonal prismatic MH6 molecular compound, where M is a 3d transition metal. a) Draw the trigonal prismatic MH6 molecular compound and determine its point group. b) i. What is the symmetry species for the 4s orbital on the central metal? ii. What is the symmetry species for the 3dx²-y² orbital on the central metal? Note: The z-axis is the principal axis. iii. Suggest a crystal field energy diagram for a d² electron configuration in a trigonal prismatic coordination environment. Label the metal d-orbital with their corresponding symmetry species label. Use the appropriate character table in the resource section.arrow_forward
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