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Write the products of the following sequences of reactions. Refer to your reaction roadmap to see how the combined reactions allow you to "navigate"between the different functional groups. For example, in part (a) below, notice how the reaction sequence results in the conversion of an alkyne into a haloalkane in two steps.

Short Answer

Expert verified
#Answer# A haloalkane.

Step by step solution

01

Identify the given sequence of reactions

In the given example, we are provided with a sequence of two steps that convert an alkyne into a haloalkane.
02

Analyze the first reaction in the sequence

In the first reaction, an alkyne is converted into an intermediate compound. To identify the reaction, we must determine which type of reaction results in this transformation. Since alkynes have a triple bond between two carbon atoms, a possible reaction is the addition of a halogen (X2) across the triple bond to form an intermediate alkenyl halide. The reaction is as follows: Alkyne + X2 → Alkenyl halide Here, X represents the halogen atom (such as Cl, Br, or I).
03

Analyze the second reaction in the sequence

In the second reaction, the intermediate alkenyl halide is converted into the final product, a haloalkane. We can identify this reactant (Y) as water. Now, we must find the reaction that results in the transformation of an alkenyl halide into a haloalkane. This transformation is possible via addition reaction followed by a rearrangement using water (H2O) across a double bond. The reaction is as follows: Alkenyl halide + H2O → Haloalkane
04

Write the combined sequence of reactions

Combining the above reactions, we have the following sequence: Alkyne + X2 → Alkenyl halide + H2O → Haloalkane This sequence demonstrates the conversion of an alkyne into a haloalkane by navigating through different functional groups using a reaction roadmap.

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Most popular questions from this chapter

Draw structural formulas for the major product(s) formed by reaction of 3 -hexyne with each of these reagents. (Where you predict no reaction, write NR.) (a) \(\mathrm{H}_{2}\) (excess)/ \(\mathrm{Pt}\) (b) \(\mathrm{H}_{2} /\) Lindlar catalyst (c) \(\mathrm{Na}\) in \(\mathrm{NH}_{3}(l)\) (d) \(\mathrm{BH}_{3}\) followed by \(\mathrm{H}_{2} \mathrm{O}_{2} / \mathrm{NaOH}\) (e) \(\mathrm{BH}_{3}\) followed by \(\mathrm{CH}_{3} \mathrm{COOH}\) (f) \(\mathrm{BH}_{3}\) followed by \(\mathrm{CH}_{3} \mathrm{COOD}\) (g) \(\mathrm{Cl}_{2}(1 \mathrm{~mol})\) (h) \(\mathrm{NaNH}_{2}\) in \(\mathrm{NH}_{3}(l)\) (i) \(\mathrm{HBr}(1 \mathrm{~mol})\) (j) \(\mathrm{HBr}(2 \mathrm{~mol})\) (k) \(\mathrm{H}_{2} \mathrm{O}\) in \(\mathrm{H}_{2} \mathrm{SO}_{4} / \mathrm{HgSO}_{4}\)

Propose a synthesis of each compound starting from acetylene and any necessary organic and inorganic reagents. (a) 4 -Octyne (b) 4 -Octanone (c) cis-4-Octene (d) trans-4-Octene (e) 4-Octanol (f) meso- 4,5 -Octanediol

Using your reaction roadmap as a guide, show how to convert 3-hexyne into propanal. All of the carbon atoms of the target molecule must be derived from the starting material as efficiently as possible. Show all intermediate molecules synthesized along the way.

If a catalyst could be found that would establish an equilibrium between 1,2 -butadiene and 2 -butyne, what would be the ratio of the more stable isomer to the less stable isomer at \(25^{\circ} \mathrm{C}\) ? $$ \mathrm{CH}_{2}=\mathrm{C}=\mathrm{CHCH}_{3} \rightleftharpoons \mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CCH}_{3} \quad \Delta \mathrm{G}^{0}=-16.7 \mathrm{~kJ}(-4.0 \mathrm{kcal}) / \mathrm{mol} $$

Draw the structural formula of the enol formed in each alkyne hydration reaction; then draw the structural formula of the carbonyl compound with which each enol is in equilibrium. (a) \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{5} \mathrm{C} \equiv \mathrm{CH}+\mathrm{H}_{2} \mathrm{O} \frac{\mathrm{HgSO}_{4}}{\mathrm{H}_{2} \mathrm{SO}_{4}}\) (an enol) \(\longrightarrow\) (b) \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{5} \mathrm{C} \equiv \mathrm{CH} \frac{\text { 1. }(\text { sia })_{\mathrm{BH}}}{\text { 2. } \mathrm{NaOH} / \mathrm{H}_{2} \mathrm{O}_{2}}\) (an enol) \(\longrightarrow\)

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