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Ch.3 - Chemical Reactions and Reaction Stoichiometry
Chapter 3, Problem 55a

(a) Combustion analysis of toluene, a common organic solvent, gives 5.86 mg of CO2 and 1.37 mg of H2O. If the compound contains only carbon and hydrogen, what is its empirical formula?

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1
Convert the mass of CO<sub>2</sub> to moles of carbon: Use the molar mass of CO<sub>2</sub> (44.01 g/mol) to find the moles of CO<sub>2</sub>, then use the ratio of carbon in CO<sub>2</sub> (1 mole of C per mole of CO<sub>2</sub>) to find the moles of carbon.
Convert the mass of H<sub>2</sub>O to moles of hydrogen: Use the molar mass of H<sub>2</sub>O (18.02 g/mol) to find the moles of H<sub>2</sub>O, then use the ratio of hydrogen in H<sub>2</sub>O (2 moles of H per mole of H<sub>2</sub>O) to find the moles of hydrogen.
Determine the simplest whole number ratio of moles of carbon to moles of hydrogen: Divide the moles of each element by the smallest number of moles calculated in the previous steps.
Write the empirical formula: Use the whole number ratio from the previous step to write the empirical formula of the compound.
Verify the empirical formula: Ensure that the empirical formula is consistent with the given data and the assumption that the compound contains only carbon and hydrogen.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Combustion Analysis

Combustion analysis is a technique used to determine the composition of organic compounds by burning them in excess oxygen. The products of combustion, typically carbon dioxide (CO2) and water (H2O), are measured to calculate the amounts of carbon and hydrogen in the original compound. This method is essential for deriving empirical formulas, as it provides the necessary data to relate the mass of the products back to the elements in the compound.
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Empirical Formula

The empirical formula of a compound represents the simplest whole-number ratio of the elements present in that compound. It is derived from the mass of each element obtained from combustion analysis and is crucial for understanding the basic composition of the substance. For example, if a compound contains carbon and hydrogen, the empirical formula will indicate the ratio of carbon atoms to hydrogen atoms, which can be determined from the moles of each element calculated from their respective masses.
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Mole Concept

The mole concept is a fundamental principle in chemistry that relates the mass of a substance to the number of particles (atoms, molecules, etc.) it contains. One mole of any substance contains Avogadro's number of entities, approximately 6.022 x 10^23. In combustion analysis, converting the mass of CO2 and H2O produced into moles allows for the determination of the moles of carbon and hydrogen in the original compound, which is essential for calculating the empirical formula.
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Related Practice
Textbook Question

Determine the empirical and molecular formulas of each of the following substances: (a) Ibuprofen, a headache remedy, contains 75.69% C, 8.80% H, and 15.51% O by mass and has a molar mass of 206 g/mol.

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Textbook Question

Determine the empirical and molecular formulas of each of the following substances: (b) Cadaverine, a foul-smelling substance produced by the action of bacteria on meat, contains 58.55% C, 13.81% H, and 27.40% N by mass; its molar mass is 102.2 g/mol.

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Textbook Question

Determine the empirical and molecular formulas of each of the following substances: (c) Epinephrine (adrenaline), a hormone secreted into the bloodstream in times of danger or stress, contains 59.0% C, 7.1% H, 26.2% O, and 7.7% N by mass; its molar mass is about 180 u.

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Textbook Question

(b) Menthol, the substance we can smell in mentholated cough drops, is composed of C, H, and O. A 0.1005-g sample of menthol is combusted, producing 0.2829 g of CO2 and 0.1159 g of H2O. What is the empirical formula for menthol? If menthol has a molar mass of 156 g/mol, what is its molecular formula?

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Textbook Question

(a) The characteristic odor of pineapple is due to ethyl butyrate, a compound containing carbon, hydrogen, and oxygen. Combustion of 2.78 mg of ethyl butyrate produces 6.32 mg of CO2 and 2.58 mg of H2O. What is the empirical formula of the compound?

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Textbook Question

(b) Nicotine, a component of tobacco, is composed of C, H, and N. A 5.250-mg sample of nicotine was combusted, producing 14.242 mg of CO2 and 4.083 mg of H2O. What is the empirical formula for nicotine? If nicotine has a molar mass of 160 ± 5 g/mol, what is its molecular formula?

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