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The reaction of compound E (CH3CH=CH2, propene) with Br2/CCl4 is an electrophilic addition reaction.

Chemistry

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5 (a)

iii)
The reaction of compound E (CH3CH=CH2\text{CH}_3\text{CH}=\text{CH}_2, propene) with Br2/CCl4\text{Br}_2/\text{CCl}_4 is an electrophilic addition reaction.

  1. The π\pi electrons of the alkene attack one bromine atom, forming a cyclic bromonium ion and releasing a bromide ion.

    CH3CH=CH2+Br2⟶[CH3CHCH2]+Br+Br−\text{CH}_3\text{CH}=\text{CH}_2 + \text{Br}_2 \longrightarrow \begin{bmatrix} \text{CH}_3\text{CH} \\ \text{CH}_2 \end{bmatrix}^{\text{+}} \text{Br} + \text{Br}^-
  2. The bromide ion (Br−\text{Br}^-) acts as a nucleophile and attacks one of the carbons of the cyclic bromonium ion from the opposite side, opening the ring.

    [CH3CHCH2]+Br+Br−⟶CH3CH(Br)CH2Br\begin{bmatrix} \text{CH}_3\text{CH} \\ \text{CH}_2 \end{bmatrix}^{\text{+}} \text{Br} + \text{Br}^- \longrightarrow \text{CH}_3\text{CH}(\text{Br})\text{CH}_2\text{Br}

    The product is 1,2-dibromopropane.

    6 (a)

    i)

  3. Calculate the moles of each element in 100 g of the compound.

    Given percentages: C = 35.0%, H = 6.6%, Br = 58.4%.
    R.A.M: C = 12, H = 1, Br = 79.9.

    Moles of C =35.0 g12 g/mol=2.9167 mol= \frac{35.0 \text{ g}}{12 \text{ g/mol}} = 2.9167 \text{ mol}
    Moles of H =6.6 g1 g/mol=6.6 mol= \frac{6.6 \text{ g}}{1 \text{ g/mol}} = 6.6 \text{ mol}
    Moles of Br =58.4 g79.9 g/mol=0.7309 mol= \frac{58.4 \text{ g}}{79.9 \text{ g/mol}} = 0.7309 \text{ mol}

  4. Divide by the smallest number of moles to find the simplest mole ratio.

    Smallest number of moles is 0.7309 (for Br).

    Ratio of C =2.91670.7309≈3.99≈4= \frac{2.9167}{0.7309} \approx 3.99 \approx 4
    Ratio of H =6.60.7309≈9.03≈9= \frac{6.6}{0.7309} \approx 9.03 \approx 9
    Ratio of Br =0.73090.7309=1= \frac{0.7309}{0.7309} = 1

  5. Write the empirical formula.

    The empirical formula is C4H9Br\boxed{\text{C}_4\text{H}_9\text{Br}}.

    ii)

  6. Calculate the empirical formula mass.

    Empirical formula mass of C4H9Br=(4×12)+(9×1)+(1×79.9)=48+9+79.9=136.9 g/mol\text{C}_4\text{H}_9\text{Br} = (4 \times 12) + (9 \times 1) + (1 \times 79.9) = 48 + 9 + 79.9 = 136.9 \text{ g/mol}.

  7. Compare the empirical formula mass with the given molecular weight.

    Given molecular weight = 136.9.
    Since the empirical formula mass (136.9) is equal to the molecular weight (136.9), the molecular formula is the same as the empirical formula.

    The molecular formula is C4H9Br\boxed{\text{C}_4\text{H}_9\text{Br}}.

    6 (b)

    i)
    To distinguish between CH3CH2CHO\text{CH}_3\text{CH}_2\text{CHO} (propanal, an aldehyde) and CH3COCH3\text{CH}_3\text{COCH}_3 (propanone, a ketone):
    Use Tollens' reagent.

    • Propanal (aldehyde) will react with Tollens' reagent (ammoniacal silver nitrate) upon warming to form a silver mirror on the inside of the test tube.
    • Propanone (ketone) will show no reaction.

    ii)
    To distinguish between CH3CH2C≡CH\text{CH}_3\text{CH}_2\text{C}\equiv\text{CH} (but-1-yne, a terminal alkyne) and CH3C≡CCH3\text{CH}_3\text{C}\equiv\text{CCH}_3 (but-2-yne, an internal alkyne):
    Use ammoniacal silver nitrate solution.

    • But-1-yne (terminal alkyne) will react to form a white precipitate of silver acetylide.
    • But-2-yne (internal alkyne) will show no reaction.

    6 (c)
    Organic chemistry is the branch of chemistry that studies the structure, properties, composition, reactions, and preparation of carbon-containing compounds.
    Two unique properties of carbon:

    1. Catenation: Carbon atoms can form strong covalent bonds with other carbon atoms, leading to the formation of long chains, branched chains, and rings.
    2. Tetravalency: Carbon atoms can form four covalent bonds, allowing for a vast diversity of stable molecular structures.

    6 (d)

    i)
    A functional group is a specific group of atoms within a molecule that is responsible for the characteristic chemical reactions of that molecule.

    ii)
    The systematic name of the compound CH3CH(CH3)CONH2\text{CH}_3\text{CH}(\text{CH}_3)\text{CONH}_2 is 2-Methylpropanamide.

    iii)
    The compound CH3CH(CH3)CONH2\text{CH}_3\text{CH}(\text{CH}_3)\text{CONH}_2 exhibits optical isomerism because it contains a chiral carbon atom (the carbon bonded to the methyl group, hydrogen, and the amide group).

    6 (e)

    i)
    The asymmetric carbon atom in CH3CH(NH2)COOH\text{CH}_3\text{CH}(\text{NH}_2)\text{COOH} is the central

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