Determine the molecular formula of compound P.

Chemistry

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4.1.1 Cracking is the process of breaking down long-chain hydrocarbons into shorter, more useful hydrocarbons (alkanes and alkenes) using heat and/or a catalyst.

4.1.2

  1. Determine the molecular formula of compound P.

    Heptane (C7H16C_7H_{16}) is cracked into a FIVE CARBON alkane P and compound Q.
    The general formula for an alkane is CnH2n+2C_nH_{2n+2}. For a five-carbon alkane, n=5n=5.
    So, compound P is C5H2(5)+2=C5H12C_5H_{2(5)+2} = C_5H_{12}.

  2. Determine the molecular formula of compound Q.

    The total number of carbon atoms must be conserved: 7=5+CQ  ⟹  CQ=27 = 5 + C_Q \implies C_Q = 2.
    The total number of hydrogen atoms must be conserved: 16=12+HQ  ⟹  HQ=416 = 12 + H_Q \implies H_Q = 4.
    Therefore, the molecular formula for compound Q is C2H4C_2H_4.

    The molecular formula for compound Q is C2H4\boxed{\text{C}_2\text{H}_4}.

    4.1.3
    The most important use of alkanes is as fuels.

    4.1.4

  3. Write the unbalanced combustion reaction for compound P (C5H12C_5H_{12}).

    Complete combustion of a hydrocarbon produces carbon dioxide (CO2CO_2) and water (H2OH_2O).

    C5H12(g)+O2(g)⟶CO2(g)+H2O(g)C_5H_{12}(g) + O_2(g) \longrightarrow CO_2(g) + H_2O(g)
  4. Balance the carbon atoms.

    There are 5 carbon atoms on the left, so there must be 5 CO2CO_2 molecules on the right.

    C5H12(g)+O2(g)⟶5CO2(g)+H2O(g)C_5H_{12}(g) + O_2(g) \longrightarrow 5CO_2(g) + H_2O(g)
  5. Balance the hydrogen atoms.

    There are 12 hydrogen atoms on the left, so there must be 6 H2OH_2O molecules on the right (6×2=126 \times 2 = 12).

    C5H12(g)+O2(g)⟶5CO2(g)+6H2O(g)C_5H_{12}(g) + O_2(g) \longrightarrow 5CO_2(g) + 6H_2O(g)
  6. Balance the oxygen atoms.

    On the right side, there are (5×2)+(6×1)=10+6=16(5 \times 2) + (6 \times 1) = 10 + 6 = 16 oxygen atoms.
    To balance this, there must be 8 O2O_2 molecules on the left (8×2=168 \times 2 = 16).

    C5H12(g)+8O2(g)⟶5CO2(g)+6H2O(g)C_5H_{12}(g) + 8O_2(g) \longrightarrow 5CO_2(g) + 6H_2O(g)

    The balanced equation for the complete combustion of compound P is:

    C5H12(g)+8O2(g)⟶5CO2(g)+6H2O(g)\boxed{C_5H_{12}(g) + 8O_2(g) \longrightarrow 5CO_2(g) + 6H_2O(g)}

    4.2.1
    The flow diagram shows a straight chain secondary haloalkane reacting to form a 5-carbon alcohol (Alcohol P), which then undergoes elimination to form C5H10C_5H_{10} (a 5-carbon alkene). This means the haloalkane must also have 5 carbon atoms. A straight chain secondary haloalkane with 5 carbons would have the halogen on the second or third carbon. Given the handwritten notes on the left, the halogen is on the second carbon. Since NaBr is a product of Reaction 1, the halogen is bromine.
    The IUPAC name is 2-bromopentane.

    4.2.2
    Reaction 1 is the conversion of a haloalkane to an alcohol. This is a hydrolysis reaction (or nucleophilic substitution).

    4.2.3
    Besides heat, another reaction condition for the hydrolysis of a haloalkane is an aqueous strong base (e.g., NaOH(aq) or KOH(aq)).

    4.2.4
    If the secondary haloalkane is 2-bromopentane, then Alcohol P, formed by replacing the bromine with a hydroxyl group, is pentan-2-ol.
    The structural formula of alcohol P is:

    CH3CH(OH)CH2CH2CH3\boxed{CH_3CH(OH)CH_2CH_2CH_3}

    4.2.5
    Reaction 2 is the conversion of an alcohol to an alkene (C5H10C_5H_{10}). This is an elimination reaction where water is removed from the alcohol.
    The name of this type of elimination reaction is dehydration.

    4.2.6
    Alcohol P is pentan-2-ol (CH3CH(OH)CH2CH2CH3CH_3CH(OH)CH_2CH_2CH_3). During dehydration, the -OH group and a hydrogen atom from an adjacent carbon are removed to form a double bond. According to Zaitsev's rule, the major product is the more substituted alkene.
    Removing H from C1 gives pent-1-ene (CH2=CHCH2CH2CH3CH_2=CHCH_2CH_2CH_3).
    Removing H from C3 gives pent-2-ene (CH3CH=CHCH2CH3CH_3CH=CHCH_2CH_3).
    Pent-2-ene is the more substituted alkene and thus the major product.
    The structural formula for the product that was produced (pent-2-ene) is:

    CH3CH=CHCH2CH3\boxed{CH_3CH=CHCH_2CH_3}
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