(a)
Interpretation:
All four carbocation intermediates possible from protonation of the given diene are to be drawn. The most stable carbocation intermediate among them is to be identified.
Concept introduction:
In electrophilic addition of acid to a conjugated diene
(b)
Interpretation:
Both halogenated products formed by the attack of
Concept introduction:
In electrophilic addition of acid to a conjugated diene
(c)
Interpretation:
The product of the given reaction that is expected to be formed in the greatest amount at low temperature is to be identified.
Concept introduction:
At low temperatures, electrophilic addition to a conjugated diene takes place under kinetic control, so the major product is the one that is produced most rapidly.
(d)
Interpretation:
The product of the given reaction that is expected to be formed in the greatest amount at high temperature is to be identified.
Concept introduction:
At high temperatures, electrophilic addition to a conjugated diene takes place under
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ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
- Strong support for the mechanism of the nucleophilic aromatic substitutionreaction that proceeds through a benzyne intermediate comes from the reaction shown here, in which bromobenzene is treated with KNH2 in the presence of cyclopentadiene. A product that is isolated has the formula C11H10. Draw the structure of that product and explain how it validates the production of a benzyne intermediate.arrow_forwardComplete the reactions given below, write down the type of mechanism (SN1, SN2, E1, E2)?arrow_forwardComplete the following reactions by providing the missing product(s). Determine what mechanism operates in each case (SN1, SN2, E1, or E2). Show the stereochemistry of the product(s) where appropriate. If more than one product is formed circle the major one.arrow_forward
- Write the mechanism of the following bromination reaction and explain the regioselectivity of the bromination reaction. Draw the mechanism, transition state, energy diagram, etc. The same reaction with chlorine is not much regioselective in Q1. Explain the decreased regioselectivity of the following chlorination reaction by comparing the bromination reaction in Q1. Draw the mechanism, transition state, energy diagram, etc.arrow_forwardWhen Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.If you had a solution of pure A, and its temperature were raised to 60 °C, what wouldyou expect to happen? Propose a mechanism to support your prediction.arrow_forwardhow would i draw a resonance structure for this carbocation? and which is more stable between the two?arrow_forward
- Write the complete and detailed mechanism for THREE EXAMPLES of SN1 reactions. In each example , clearly name and identify the MOLECULES and PRODUCTS at each stage and use curved arrows to show electron movement at each stage of the reaction.arrow_forwardDefine the Stereochemistry of the E2 Reaction ?arrow_forwardA student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula C7H11Br. Draw the products obtained from each free-radical intermediate.arrow_forward
- Could someone help me with ranking these with how reactive they would be with an SN2 reaction? Thanks :)arrow_forwardWrite whether it will be E1, E2, SN1, and/or SN2 Show the mechanism(s) Write the MAJOR product(s) State the stereochemistry of the product(s), when applicable. Please do them in the form providedarrow_forwardHow do we know whether a reaction occurs by the SN1 or SN2 mechanism?arrow_forward