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- When 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.Show why A predominates at -15 °C and B predominates at 60 °C.1. Which among these would be the most stable carbocation?a. Allylicb. Vinylicc. Primaryd. Secondary2. What is the primary reason for the stability of tertiary carbocations?a. Free rotationb. Resonancec. HyperconjugationA 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. (a)Rank these three intermediates from most stable to least stable.
- best condition for the reaction (1r,2s)-1 bromo-2methylcyclohexane->(s)3-methylcyclohex-1eneFor each reaction, decide whether substitution or elimination (or both) is possible, andpredict the products you expect. Label the major products. chlorocyclohexane + NaOC(CH3)3 in (CH3)3COHIn 4+2 cycloaddition, ENDO stereochemistry is preferred because: endo stereochemistry allows the diene to adopt s-cis conformation. endo stereochemistry results in less steric hindrance. the transition state leading to endo stereochemistry is higher energy. it allows for additional π to π overlap between the diene and the dienophile.
- For the nitration of a monosubstituted benzene, which substituent, when attached to benzene, produces the fastest reaction rate? —Br —CH3 -OCOCH3 —OCH3a. Show that [4+4] cycloaddition of two butadiene molecules to give cycloocta-1,5-diene is thermally forbidden but photochemically allowed b.Thermally allowed cycloaddition of the two butadiene molecules when there's a different. Show reaction and explain why it is thermally allowWhat type of cycloaddition occurs in Reaction [1]? Draw the product of asimilar process in Reaction [2]. Would you predict that these reactionsoccur under thermal or photochemical conditions?
- Draw the product of 6-6-dimethylcyclohex-2-en-1-one, CH3MgCl and hydronium workup.During the further development of other prostaglandin-like molecules, it is necessary to replace the cyclopentane ring with the cyclohexene as shown in the reaction scheme below. (Deuterium (D) is a heavier isotope of hydrogen) a) Draw the most stable conformation of the starting material 8 and explain why this is the most stable conformation. b) Draw the reaction mechanism for how 9 is formed from 8 and explain why 10 and 11 are not formed if one assumes the E2 mechanism.Draw the product of an SN2 reaction shown below. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers. Ignore inorganic byproducts.