Chapter 6: Problem 1
Using the BDE values from Appendix 3, calculate the \(\Delta H_{\text {rxn }}^{0}\) value and state if the reaction below is exothermic or endothermic.
Chapter 6: Problem 1
Using the BDE values from Appendix 3, calculate the \(\Delta H_{\text {rxn }}^{0}\) value and state if the reaction below is exothermic or endothermic.
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Get started for freeTerpin, prepared commercially by the acid-catalyzed hydration of limonene, is used medicinally as an expectorant for coughs.(a) Propose a structural formula for terpin and a mechanism for its formation. (b) How many cis, trans isomers are possible for the structural formula you propose?
Draw a structural formula for the alkene with the molecular formula
\(\mathrm{C}_{5} \mathrm{H}_{10}\) that reacts with \(\mathrm{Br}_{2}\) to give
each product.
(a)
Reaction of \(\alpha\)-pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol. Of the four possible cis,trans isomers, one is formed in over \(85 \%\) yield. (a) Draw structural formulas for the four possible cis,trans isomers of the bicyclic alcohol. (b) Which is the structure of the isomer formed in \(85 \%\) yield? How do you account for its formation? Create a model to help you make this prediction.
Draw the structural formula of the alkene that reacts with ozone followed by dimethyl sulfide to give each product or set of products. (a) $\mathrm{C}_{7} \mathrm{H}_{12} \frac{1 \cdot \mathrm{O}_{3}}{2 \cdot\left(\mathrm{CH}_{3}\right)_{2} \mathrm{~S}}$ (b) $\mathrm{C}_{10} \mathrm{H}_{18} \frac{1 \cdot \mathrm{O}_{3}}{2 \cdot\left(\mathrm{CH}_{3}\right)_{2} \mathrm{~s}}$ (c) $\mathrm{C}_{10} \mathrm{H}_{18} \frac{1 \cdot \mathrm{O}_{3}}{2 \cdot\left(\mathrm{CH}_{3}\right)_{2} \mathrm{~S}}$
Account for the fact that addition of \(\mathrm{HCl}\) to 1-bromopropene gives exclusively 1-bromo-1-chloropropane.
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