Finding the molecular formula of an unknown hydrocarbon

In summary, the problem is asking for the molecular formula of a hydrocarbon, given the rates of diffusion for both compounds and the molar mass of HBr. Using Graham's law and the ideal gas law, we can find the molar mass of the hydrocarbon and set up an equation to solve for the number of carbon and hydrogen atoms. However, the physical constraint that x and y must be positive integers narrows down the possible solutions, and only one solution, ##C_3H_8##, satisfies the equation.
  • #1
zachary570
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4
Homework Statement
In a given diffusion apparatus, 15.0 mL of HBr gas diffuses in 1.0 min. In the same apparatus and under the same conditions, 20.3 mL of an unknown gas diffuses in 1.0 min. The unknown gas is a hydrocarbon. Find its molecular formula.
Relevant Equations
Graham's law of effusion: ##\frac{rate_a}{rate_b} = \sqrt{\frac{M_b}{M_a}}##

Ideal Gas Law: ##PV = nRT##
Hello,

I am having some trouble finishing this problem from my textbook and would like some insight on the problem. We are looking for the molecular formula of a hydrocarbon. So, if we let x = number of C atoms and y = number of H atoms then we need to find ##C_xH_y##. From the problem statement we can find the rates of diffusion for both compounds:
$$rate_{HBr} = \frac{V}{t} = 15.0 \frac{mL}{min}$$

and

$$rate_{C_xH_y} = 20.3 \frac{mL}{min}$$

We know that the molar mass of HBr = 80.912 amu from the periodic table so we can use Graham's law to find the molar mass of the hydrocarbon.
$$\frac{rate_{HBr}}{rate_{C_xH_y}} = \sqrt{\frac{M_{C_xH_y}}{M_{HBr}}}$$

$$M_{C_xH_y} = M_{HBr} {\left(\frac{rate_{HBr}}{rate_{C_xH_y}}\right)}^2$$

$$M_{C_xH_y} = 80.912 amu {\left(\frac{15.0 \frac{mL}{min}}{20.3 \frac{mL}{min}}\right)}^2$$

$$M_{C_xH_y} = 44.17772817amu$$

So,
$$12.011x + 1.008y = 44.17772817$$

Here is where I am having trouble. I know that you need at least as many equations as you do unknowns to solve for them but I can't seem to find another equation. I thought using the ideal gas law, really Avogadro's Law, to find the number of moles in the apparatus. When I do that I get ##x + y = 1.353 moles## (assuming the initial n = 1) but this system gives a negative y value so it is clearly wrong. From the back of the book I know the answer should be ##C_3H_8##. If I were to just assume that the number of carbon atoms were as many as there could be then you get 3, from ##\lfloor \frac{44.17772817}{12.011} \rfloor##, and this gives the correct answer. But that doesn't feel like the right approach. If you assumed that there were only 2 carbon atoms then there would need to be 20 hydrogen atoms and the result would work just as well. Any advice on what I should be thinking about would be much appreciated.

Also, when googling this question the following video comes up. I used it to get to the point where I am now but I have two questions on their methods. (1) How did they know that ##rate = \frac{V}{t}##? I understand why it makes sense from what diffusion means but no such relation shows up in my textbook. I am using "Chemistry: A Molecular Approach, Fourth Edition by Nivaldo Tro" and the only relations given is that rate is inversely proportional to the square of molar mass as well as Graham's law when it discusses effusion and diffusion. I have looked it up and it seems to come from physics when dealing with liquids but I haven't learned that yet so how would I have known that without outside help? (2) When solving for x and y, she gets x as a function of y and then plugs that back into the original equation. The way she does it however seems to just be a rounding error. If she wouldn't have rounded then the expression would just be 58 = 58 which doesn't answer anything. Instead she uses it to solve for x and y. Isn't this wrong?

Thanks,
zachary570
 
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  • #2
If it were just an algebra problem, then you have 1 equation and 2 unknowns. But there are constraints that x and y muat be positive integers.

If you plot the line and find which values of x & y are possible, that is how I would approach this.
 
  • #3
To add to what @scottdave wrote: try to build a spreadsheet with every possible combination of reasonably looking formula for small hydrocarbons that have molar mass below 50. Say something like CxHy where x is between 1..4 and y between 4..8.

How many of them have molar mass that you calculated from the effusion data?
 
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  • #4
You can use your knowledge of molecular bonds to see whether each chemical formula that you found is possible.
 
  • #5
scottdave said:
You can use your knowledge of molecular bonds to see whether each chemical formula that you found is possible.
Borek said:
To add to what @scottdave wrote: try to build a spreadsheet with every possible combination of reasonably looking formula for small hydrocarbons that have molar mass below 50. Say something like CxHy where x is between 1..4 and y between 4..8.

How many of them have molar mass that you calculated from the effusion data?
Thank you both for these responses as its cleared up my confusion for this problem. I guess I need to move away from thinking of these problems as purely a math exercise and consider the physical constraints. I now see why 2 carbons with 20 hydrogrens isn't a real answer and 3 and 8 is the only real one that satisfies the equation. All the other reasonable formulas have molar masses that are either less than or greater than 44amu.
 
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FAQ: Finding the molecular formula of an unknown hydrocarbon

What is the first step in determining the molecular formula of an unknown hydrocarbon?

The first step is to determine the empirical formula of the hydrocarbon. This typically involves performing a combustion analysis to measure the amounts of carbon dioxide and water produced, which can then be used to calculate the ratio of carbon to hydrogen atoms in the compound.

How do you use combustion analysis data to find the empirical formula?

Combustion analysis data provides the masses of carbon dioxide and water produced. By converting these masses to moles, you can determine the number of moles of carbon and hydrogen in the original hydrocarbon. The ratio of these moles gives the empirical formula.

How can you determine the molecular formula from the empirical formula?

To determine the molecular formula, you need to know the molar mass of the hydrocarbon. The molecular formula is a whole-number multiple of the empirical formula. By dividing the molar mass by the mass of the empirical formula unit, you can find this multiple and thus the molecular formula.

What techniques can be used to determine the molar mass of the hydrocarbon?

The molar mass can be determined using mass spectrometry, which provides the molecular weight of the compound. Alternatively, techniques such as freezing point depression or boiling point elevation can be used to find the molar mass if the hydrocarbon is in solution.

Are there any common pitfalls to avoid when determining the molecular formula of an unknown hydrocarbon?

Common pitfalls include assuming the empirical formula is the same as the molecular formula without verifying the molar mass, not accounting for oxygen or other elements if present, and errors in measurement during combustion analysis. It's crucial to double-check calculations and consider all possible sources of error.

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