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A sequence of chemical reactions, starting with 2-methylprop-1-ene, is shown in the flow chart - HSC - SSCE Chemistry - Question 26 - 2021 - Paper 1

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Question 26

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A sequence of chemical reactions, starting with 2-methylprop-1-ene, is shown in the flow chart. (a) Complete the flow chart by drawing structural formulae for compo... show full transcript

Worked Solution & Example Answer:A sequence of chemical reactions, starting with 2-methylprop-1-ene, is shown in the flow chart - HSC - SSCE Chemistry - Question 26 - 2021 - Paper 1

Step 1

Complete the flow chart by drawing structural formula for compound A

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Answer

Compound A is produced from the hydration of 2-methylprop-1-ene with dilute H2SO4, leading to 2-methylpropan-2-ol:

   HO
    |
H3C-C-CH3
    |
    H

Step 2

Complete the flow chart by drawing structural formula for compound B

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Answer

Compound B results from the oxidation of compound A (2-methylpropan-2-ol) with acidified KMnO4, forming 2-methylpropan-2-one:

    O
    ||
H3C-C-CH3
    |
    H

Step 3

Complete the flow chart by drawing structural formula for compound C

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Answer

Compound C is formed through a substitution reaction of compound B with concentrated HCl and ZnCl2, resulting in 2-chloro-2-methylpropane:

    Cl
    |
H3C-C-CH3
    |
    H

Step 4

Complete the flow chart by drawing structural formula for compound D

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Answer

Compound D is produced by refluxing compound C with methanol and concentrated H2SO4, yielding methyl 2-methylpropanoate:

        O
        ||
H3C-C-CH3
        |
        OCH3

Step 5

Provide TWO reasons for using this technique.

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Answer

  1. Reflux retains the volatile reactants and products, preventing loss of materials during the reaction.
  2. It allows the reaction to proceed at a higher temperature without boiling off the solvents or reactants.

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