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Study the reaction scheme and answer the questions that follow - Leaving Cert Chemistry - Question 8 - 2013

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Study the reaction scheme and answer the questions that follow. (a) Ethane and ethene belong to the homologous series of alkanes and alkenes, respectively. Explain ... show full transcript

Worked Solution & Example Answer:Study the reaction scheme and answer the questions that follow - Leaving Cert Chemistry - Question 8 - 2013

Step 1

Explain the underlined term.

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Answer

The term 'homologous series' refers to a series of organic compounds that have similar chemical properties and a gradual change in physical properties. These compounds share a general formula and differ from each other by a recurring unit, typically a -CH₂- group. For instance, ethane (C₂H₆) and ethene (C₂H₄) are part of the alkanes and alkenes homologous series, respectively.

Step 2

What type of reaction was involved in conversion X?

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Answer

Conversion X involves an addition reaction, specifically a hydrogenation, where hydrogen is added across a double bond, converting ethene (C₂H₄) to ethane (C₂H₆). This reaction can be represented as:

C2H4+H2C2H6C₂H₄ + H₂ \rightarrow C₂H₆

Step 3

How does the geometry around the carbon atoms change as a result of conversion X?

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In ethene, which has a double bond, the geometry around the carbon atoms is planar due to sp² hybridization, resulting in bond angles of approximately 120°. In contrast, ethane, formed after conversion X, has single C–C bonds with tetrahedral geometry, leading to bond angles of approximately 109.5°. This transition from planar to tetrahedral structure indicates the change in hybridization from sp² in ethene to sp³ in ethane.

Step 4

Identify the reagent required to bring about (i) conversion Y, (ii) conversion Z, (iii) conversion W.

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(i) The reagent required for conversion Y is bromine (Br₂). (ii) The reagent for conversion Z is hydrogen chloride (HCl). (iii) The reagent for conversion W is chlorine (Cl₂).

Step 5

Describe the mechanism of reaction W.

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Answer

The mechanism of reaction W involves the electrophilic addition of chlorine (Cl₂) to ethene. It begins with the formation of a cyclic chloronium ion as the electrophile attacks the double bond:

  1. The double bond of ethene attacks a Cl atom, leading to the formation of a cyclic chloronium ion.
  2. The other Cl atom, acting as a nucleophile, attacks the more stable carbon atom adjacent to the cyclic ion, effectively opening the ring.
  3. Finally, we obtain 1,2-dichloroethane as the product. This step is characterized by the addition of chlorine across the double bond, converting it into a single bond.

Step 6

Draw the structure of A and give its name.

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Answer

The structure of A is 1,2-dichloroethane, represented as follows:

       Cl   H
        |   |
    H -- C -- C -- H
        |   |
       H   Cl

The name of compound A is 1,2-dichloroethane.

Step 7

Draw the structure of two repeating units of PVC.

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Answer

The structure of two repeating units of PVC (polyvinyl chloride) is shown below:

    H   Cl        H   Cl
    |   |        |   |
H -- C -- C -- H -- C -- C -- H
    |   |        |   |
    H   H        H   H

Each repeating unit consists of the vinyl chloride unit, where the Cl represents the chlorine substituent.

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