Chapter 14: Q7P (page 434)
Predict the product of the following Diels–Alder reaction:
Chapter 14: Q7P (page 434)
Predict the product of the following Diels–Alder reaction:
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Get started for freeAddition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as a sole product. Use resonance structures to explain whynone of the other regioisomer is formed.
Electrophilic addition of to isoprene (2-methyl-1,3-butadiene) yields the following product mixture:
Of the 1,2-addition products, explain why 3,4-dibromo-3-methyl-1-butene (21%) predominates over 3,4-dibromo-2-methyl-1-butene (3%).
Draw the resonance forms that result when the dienes below are protonated. If the resonance forms differ in energy, identify the most stableone.
a)
b)
c)
Propose a structure for a conjugated diene that gives the same product from both 1,2 and 1,4-addition of HBr.
Arrange the molecules according to where you would expect to find
their wavelength of maximum absorption in UV spectroscopy, from shortest to longest wavelength.
a)
b)
c)
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