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Show how you might bring about the following conversions. For any conversion involving more than one step, show each intermediate compound.

Short Answer

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Question: Explain the three conversions mentioned in the given solution. Answer: The three conversions mentioned are: 1. Ethanol to ethene through dehydration: Ethanol is converted into ethene by removing a water molecule using a strong acid catalyst like sulfuric acid. 2. Cyclohexene to cyclohexanol through hydration: Cyclohexene is converted into cyclohexanol by adding a water molecule across the double bond in the presence of a strong acid catalyst like sulfuric acid or phosphoric acid. 3. Propane to propanoic acid through a two-step process (halogenation and hydrolysis): Propane is first converted to 1-chloropropane via halogenation in the presence of sunlight (UV light). Then, 1-chloropropane is converted to propanoic acid through hydrolysis using a strong base like sodium hydroxide followed by acidification.

Step by step solution

01

Conversion 1: Ethanol to Ethene (Dehydration)

Starting from ethanol (C2H5OH), we can convert it into ethene (C2H4) by removing a water molecule (HOH). The reaction can be facilitated with a strong acid catalyst, such as sulfuric acid. The overall reaction is shown below in a balanced form: C2H5OH ->[-H_2O] C2H4 + H2O
02

Conversion 2: Cyclohexene to Cyclohexanol (Hydration)

Starting from cyclohexene (C6H10), we can convert it into cyclohexanol (C6H11OH) by adding a water molecule across the double bond present in cyclohexene. The reaction can be done in the presence of a strong acid catalyst like sulfuric acid or phosphoric acid. The overall reaction is shown below in a balanced form: C6H10 + H2O ->[H^+] C6H11OH
03

Conversion 3: Propane to Propanoic Acid (Halogenation followed by Hydrolysis)

This conversion needs two steps: Step 1- Halogenation: Starting from propane (C3H8), we will replace one of the hydrogen atoms with a halogen atom, say chlorine (Cl) to form 1-chloropropane (C3H7Cl). The reaction can be done in the presence of sunlight (UV light) for the free radical halogenation. The overall reaction will be: C3H8 + Cl2 ->[\text{UV light}] C3H7Cl + HCl Step 2- Hydrolysis: For the second step, we will convert 1-chloropropane (C3H7Cl) into propanoic acid (C3H6O2) through hydrolysis. The hydrolysis can be done by treating the compound with a strong base like sodium hydroxide (NaOH) followed by acidification. The overall reactions for this step will be: C3H7Cl + NaOH -> C3H7ONa + NaCl C3H7ONa + HCl -> C3H6O2 + NaCl Now we have converted propane into propanoic acid following a two-step process.

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Most popular questions from this chapter

\(\alpha\)-Hydroxyketones and \(\alpha\)-hydroxyaldehydes are also oxidized by treatment with periodic acid. It is not the \(\alpha\)-hydroxyketone or aldehyde, however, that undergoes reaction with periodic acid, but the hydrate formed by addition of water to the carbonyl group of the \(\alpha\)-hydroxyketone or aldehyde. Write a mechanism for the oxidation of this \(\alpha\)-hydroxyaldehyde by \(\mathrm{HIO}_{4}\).

Complete the following acid-base reactions. Show all valence electrons on the interacting atoms and show by the use of curved arrows the flow of electrons in each reaction.

The tosylate of a primary alcohol normally undergoes an \(\mathrm{S}_{\mathrm{N}} 2\) reaction with hydroxide ion to give a primary alcohol. Reaction of this tosylate, however, gives a compound of molecular formula \(\mathrm{C}_{7} \mathrm{H}_{12} \mathrm{O}\). Propose a structural formula for this compound and a mechanism for its formation.

Select the stronger acid from each pair and explain your reasoning. For each stronger acid, write a structural formula for its conjugate base. (a) \(\mathrm{H}_{2} \mathrm{O}\) or \(\mathrm{H}_{2} \mathrm{CO}_{3}\) (b) \(\mathrm{CH}_{3} \mathrm{OH}\) or \(\mathrm{CH}_{3} \mathrm{COOH}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\) or \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CH}\) (d) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\) or \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{SH}\)

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