Chapter 6: Problem 45
Show how to convert cyclopentene into these compounds. (a) \(\operatorname{trans}-1,2\)-Dibromocyclopentane (b) cis-1, 2-Cyclopentanediol (c) Cyclopentanol (d) Iodocyclopentane (e) Cyclopentane (f) Pentanedial
Chapter 6: Problem 45
Show how to convert cyclopentene into these compounds. (a) \(\operatorname{trans}-1,2\)-Dibromocyclopentane (b) cis-1, 2-Cyclopentanediol (c) Cyclopentanol (d) Iodocyclopentane (e) Cyclopentane (f) Pentanedial
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Get started for freePredict the organic product(s) of the reaction of 2-butene with each reagent. (a) \(\mathrm{H}_{2} \mathrm{O}\left(\mathrm{H}_{2} \mathrm{SO}_{4}\right)\) (b) \(\mathrm{Br}_{2}\) (c) \(\mathrm{Cl}_{2}\) (d) \(\mathrm{Br}_{2}\) in \(\mathrm{H}_{2} \mathrm{O}\) (e) \(\mathrm{HI}\) (f) \(\mathrm{Cl}_{2}\) in \(\mathrm{H}_{2} \mathrm{O}\) (g) \(\operatorname{Hg}(\mathrm{OAc})_{2}, \mathrm{H}_{2} \mathrm{O}\) (h) product (g) \(+\mathrm{NaBH}_{4}\)
Reaction of \(\alpha\)-pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol.
Account for the fact that treating propenoic acid (acrylic acid) with \(\mathrm{HCl}\) gives only S-chloropropanoic acid.
The 2-propenyl cation appears to be a primary carbocation, and yet it is considerably more stable than a \(1^{\circ}\) carbocation such as the 1 -propyl cation. $$ \begin{array}{lc} \mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2}^{+} & \mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}^{+} \\ \text {2-Propenyl cation } & \text { 1-Propyl cation } \end{array} $$ How would you account for the differences in the stability of the two carbocation?
State the number and kind of stereoisomers formed when \((R)\)-s-methyl-1-pentene is treated with these reagents. Assume that the starting alkene is enantiomerically pure and optically active. Will each product be optically active or inactive?
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